I Thought I Needed to Escape My Career (The Real Problem Surprised Me)

on this episode

“I don’t just want a change, I need it for my well-being.”

Those were the words Carolyn used when she first reached out to us. After 25+ years as a mechanical engineer, she had climbed the corporate ladder to management and found herself completely miserable.

The Day She Walked Away From ENGINEERING

Imagine building a successful career spanning decades. You’re respected in your field. You’ve worked hard, solved complex problems, and finally earned that management promotion everyone says you should want.

Then one day, you walk out the door with nothing lined up.

“I’ve never done that before,” Carolyn told us. “I’ve literally never just walked out and not had something lined up already.”

For Carolyn, what started as a challenging new role quickly became unbearable. The best part of her day? The drive to work (that’s a red flag that something is wrong seriously wrong!)

“It was exhausting me every single day, to the point where the best part about it was my drive to work. Then I’d get to work and basically have to endure the day.”

She was putting in 10+ hour days, constantly trying to stay ahead. But that wasn’t what was draining her energy. Something deeper was happening.

The Career Panic Spiral

When Carolyn first left her job, she fell into what we call the “Career Panic Spiral.” Maybe you’ve been there too?

“At that point, I was doubting everything about myself. I failed in that role. I believed that was going to be a great opportunity for me… and I failed. So what am I doing? There’s definitely something wrong here.”

Her immediate reaction was to throw the baby out with the bathwater:

“I was so done that I didn’t even want to entertain the idea of being an engineer anymore. I wanted anything else at that point.”

This is where most people make a critical mistake. When a job becomes painful, we often blame the entire career path rather than identifying the specific elements that aren’t working.

Carolyn started panic-applying to jobs. Any job. Anything that wasn’t engineering.

“I started sending out resumes in panic because I’m like, ‘Oh my God, I have nothing.'”

Then, something shifted.

The Realization That Changed Everything

As Carolyn began working through our program, she took a step back to analyze her entire career – not just her recent painful experience.

“You start at the beginning, and it’s not ‘send out a bunch of resumes.’ It’s looking at what are your strengths and what is it that’s going to actually make you happy, regardless of what the job is.”

Here’s where it gets interesting.

When she thoroughly examined her past roles, focusing on what energized her versus what drained her, she made a surprising discovery:

“There were times in my career that I absolutely loved what I was doing, and I was energized by the type of work. I did not hate engineering.”

Wait, what? The career she was ready to completely abandon wasn’t actually the problem?

“It helped get me back to reality. This is a job that I actually like doing, possibly not management. It was never my dream to manage people.”

The Missing Piece No One Talks About

Through assessments and reflection, Carolyn realized something crucial that had been missing from her job search equation: the importance of culture.

“When I did the ideal career profile, it seemed like the type of work was going to be what was most important. But as I talked about the things that really drained me at the last place I was at, definitely the culture was the biggest problem.”

She discovered that team dynamics mattered tremendously for her well-being:

“Even though I don’t consider myself a super social person, the places that I worked where we had a strong team dynamic were great. I was super happy working on an effective team.”

This realization transformed how she approached her job search. Instead of just reading job descriptions and thinking “I could do that,” she began evaluating company cultures and team environments.

Learning to Trust Her Gut

One of Carolyn’s biggest challenges was learning to trust her instincts during interviews. She had ignored warning signs before taking her previous role, and she was determined not to make that mistake again.

During her job search, she interviewed with a company offering excellent pay. On paper, it looked perfect. But something felt off.

“I had warning signs during the phone interview. I had definite warning signs when I was interviewing there.”

Her coach encouraged her: “You’ve got to trust your gut here.”

Carolyn listened to her instincts and canceled the second interview.

Then came an interview with a smaller company – something she never thought she’d want. But the experience was completely different:

“When I left that interview, I actually felt happy. I’ve literally never felt happy after an interview before. The energy that they brought to this interview was like nothing I had ever experienced.”

What Carolyn Found (That She Wasn’t Looking For)

Today, Carolyn works as a design engineer at a small manufacturing company. She’s part of a tight-knit three-person engineering team they jokingly call “three C’s engineering” (because all their names start with C!) ✨

Her role allows her to use her strengths while working with a supportive team:

“They’re taking my input and actually listening to me. They value what I can bring to the table.”

The company offers a four-day workweek, giving her three-day weekends every week. They discourage working from home – not to micromanage, but to promote genuine work-life balance.

Most importantly, she’s rediscovered her energy:

“I actually have energy to participate in my home life, where prior to this, I came home and I was exhausted and I would just unplug and do nothing. Now that’s not how I’m living. I’m actually enjoying my outside-of-work life. I’m enjoying what I’m doing at work.”

The Counterintuitive Lesson

Carolyn’s story reveals something we see frequently in our coaching: the solution isn’t always to abandon your career and start fresh. Sometimes, it’s about identifying the specific elements that aren’t working – whether that’s management responsibilities, company culture, team dynamics, or work-life balance.

Had Carolyn followed her initial instinct to flee engineering entirely, she might have missed finding a role that actually aligns with her strengths and desires.

Her journey teaches us that before you throw away years of experience and expertise:

  1. Examine what specifically isn’t working – Is it the role, the company culture, the leadership, or something else?
  2. Look back at moments when work felt energizing – What elements were present then that are missing now?
  3. Trust your gut during interviews – Those warning signs are your subconscious picking up on important cues.
  4. Consider the environment as much as the role – A perfect job in a toxic culture will still make you miserable.

As Carolyn put it: “Life is way too short to feed that much of your energy into something that basically is never going to pay off for you. And it’s not about money, it’s more about your well-being and how you’re feeling.”

If you’re feeling that urge to completely abandon your career, take a breath. The problem, and the solution, might be more nuanced than you think.

what you’ll learn

  • Why blaming your entire career path when you’re unhappy might be a dangerous mistake
  • How identifying the specific elements making you miserable can prevent throwing away years of valuable expertise
  • How learning to trust your gut during job interviews can save you from jumping into another bad situation

Success Stories

I stumbled across HTYC through an article and it gave me hope again. After a Strengths Finder review session with your career coach and the Figure Out What Fits course, I've finally admitted to myself what I really want to do, what I really want out of life, and have made a decision.

Kevin Long, UX Programmer, United States/Canada

The biggest thing in CCB that's changed my life, it helped me understand that I had an abused way of going back to the unhealthy environment in my current workplace without even realizing what it's doing to me. Once you helped me see that and once I got out of it, all the other areas of my life also improved! So it wasn't just CCB I noticed this career changing and wasn't just a career change. It was like a whole improvement all areas of life.

Mahima Gopalakrishnan, Career and Life Coach, United States/Canada

Carolyn 00:01

At that point, I was doubting everything about myself. I failed in that role. I believed that was going to be a great opportunity for me and that I was going to be able to make all these changes and implement stuff that I really believed in, that I felt strongly in, and I failed. And so what am I doing?

Introduction 00:26

This is the Happen To Your Career podcast with Scott Anthony Barlow. We hope you stop doing work that doesn't fit you, figure out what does, and make it happen. We help you define the work that is unapologetically you and then go get it. If you feel like you were meant for more, and you're ready to make a change, keep listening. Here's Scott. Here's Scott. Here's Scott.

Scott Anthony Barlow 00:51

When a career starts feeling like a complete misfit, the human tendency is, "Get me the heck away from this thing. I want the opposite of this." Whatever the role or the industry, we tend to want to run far away. And we see this all the time. People come to us in a panic, saying, "I have to get out of engineering." Or, "Marketing is the problem. I need a drastic change." But what we found is, more often than not, it's not about the occupation or sector of the work. It's usually much bigger than that.

Carolyn 01:25

I call myself a reluctant leader. Ended up finding myself in leadership roles and started taking on more responsibility in kind of the management side of things. I eventually found I was being carried on a wave in my career towards something I never wanted.

Scott Anthony Barlow 01:45

Carolyn was a mechanical engineer. And like many high achievers, she eventually got promoted to leadership, and she really enjoyed being an engineer. Actually, she loved it at times. But when she stepped into management, everything started to fall apart. She began blaming herself, thinking she just couldn't hack it. She was riddled with self doubt, thanks to her misfit role, and ultimately decided that she wanted to leave not only management but engineering altogether. So she did. She quit. She began looking for a role anywhere but engineering, and that's when we got to meet her. As you might have guessed from the intro, Carolyn made a surprising discovery when creating her ideal career profile that led her back to engineering. So in this conversation, you're going to hear how Carolyn regained her confidence. Her management role had stripped away from her completely, and she did this by reaching out to former coworkers and focusing very much on her strengths. In fact, she regained her confidence to the point where she was boldly turning down second interviews and even job offers, recognizing that they weren't the right fit. She knew her ideal role was out there, and it turns out she was right. So Carolyn's now in a new role, in engineering, that she absolutely loves. I'm gonna let her share the full story here. Here's Carolyn discussing how she decided on engineering as her career path in college.

Carolyn 03:13

Basically in high school, or throughout my early days of schooling too, I was really good at math and science. Got put into accelerated programs and things like that. But I also really enjoyed reading. So in high school, I was kind of torn between two paths. I could have gone into journalism, which I thought I would like, and then looked into some options for engineering and the kinds of careers you could have and I would get to use the math and science I'd been really enjoying, so I decided to go that direction. It took me a while to figure out which branch of engineering I wanted to go into. I'm the first person in my family to actually go to college, so I didn't really have guidance from them. They didn't know, you know, what to tell me, where to steer me, or anything. So, I had to find my own path. And Mechanical Engineering is what resonated with me. I knew it wasn't going to be chemical or electrical. Those were not, definitely not for me.

Scott Anthony Barlow 04:10

What did you love about mechanical?

Carolyn 04:13

You know, for me, it was almost like common sense, the kinds of problems that were presented to what was in Physics that involved the Mechanical world. I understood it a lot more naturally than Electrical Engineering and Chemical. Those still baffle me. My son is a Chemical Engineer. I don't know where he got that. Definitely outside his family. But for me, yeah, it was just really, yeah, a natural fit. I could understand the concepts of it fairly easily for me, and take them like to different levels, and really be able to connect with what I was, what the problems were, and things like that– the problems you're trying to solve. And even the problem solving process, I really enjoyed learning more about that, and that's what makes you basically an effective Engineer, is how do you look at a thing and resolve it. Which is funny because that never occurred to me in my job search until I started with your program.

Scott Anthony Barlow 05:14

So that's really fascinating, and that's something that I wanted to ask you about, particularly, you know, you had this, I would say, very good set of experiences, overall, that led you towards Mechanical Engineering. And then eventually, you got to a point where you wanted to leave Engineering entirely. That was where your head space was at. So, what took place to get to that point at first? And then we can talk about how you navigate it through.

Carolyn 05:42

Okay, so I have had a long career in Mechanical Engineering. I deliberately kept my experience diverse. I didn't specialize. I didn't get, like, pigeonholed into, "I am going to focus on this aspect of Engineering", which can be really easy to do, and it's how you can sort in a company, but I wanted to keep my knowledge base broad. But as I continued further in my career, and I call myself a reluctant leader, I ended up finding myself in leadership roles and started taking on more responsibility in kind of the management side of things. I eventually found I was being carried on a wave in my career towards something I never wanted. So I eventually stepped willingly into management, a management role, and I thought it was going to work out for me because it was similar to the job I was in, but it was officially a manager role, which I was unofficially doing. So I thought it was going to be a good fit company, the size was similar, and it turned out to be really, really not for me. I was not energized by the work I was doing. I was not getting any job satisfaction. It was exhausting me every single day, to the point where the best part about it was my drive to work, so that was pretty terrible. And then I get to work and basically have to endure the day, and I'd be putting in, you know, 5-10 hour days just to try to stay ahead of all the work that there was. But that wasn't really what was exhausting. It was, as I came to find out later, I was far or too far removed from the strengths that I have, and I was not feeding any of those strengths. I was actually going way outside of them, and that's what was making me exhausted, and eventually resulted in burnout to the point where I left my job with nothing else lined up.

Scott Anthony Barlow 07:40

It's really fascinating, still to this day, where, I mean, we've been doing this for 12 years at this point, and it still blows me away how quickly an otherwise great situation, or otherwise a situation that it seems relatively lined up can turn to burn out or turn to something that's very negative when you're removed from your strengths. It's, I don't know, fascinating in a little bit of a train wreck sort of way, but...

Carolyn 08:11

So yes. I couldn't stop watching it.

Scott Anthony Barlow 08:14

I know, right?

Carolyn 08:15

They're in front of me. And I kept trying and trying and trying to make this work. And I tried different tactics. You know, changing my mindset and my behavior to try to make this work, only to eventually realize there was literally nothing I could have done to make this work for me. And it would have, I mean, it was a good job for somebody. It just was not good for me in any way. And so I had to step away from it and try to figure out why that was.

Scott Anthony Barlow 08:44

So at that point where you realized, "Okay, this is, under no circumstances, that this is going to add up to a fit." It sounds like there was a period of time there where you just came to the decision of taking a break in your career. What was going through your mind at that point in time?

Carolyn 09:04

Oh, at that point, I was doubting everything about myself. I failed in that role. I believed that was going to be a great opportunity for me and that I was going to be able to make all these changes and implement stuff that I really believed in, that I felt strongly in, and I failed. And so, "What am I doing? There's definitely something wrong here, and what can I do going forward? Because it's not this", is how I felt. I really did believe that it was me, that it wasn't the wrong fit or anything like that. I thought it was just me not being capable of doing this job, and so I felt horrible. And so as I was walking out the door, I'm like, "Yeah, this is terrible, and I don't even know what I want to do next, but it's not this, and I gotta go." And I've never done that before. I may have felt like that here and there, but I've literally never just walked out and not had something lined up already.

Scott Anthony Barlow 10:04

That's a, in its entirety, a difficult place to be in. And I think I'm underrating it when I use that word choice. What kept you moving forward at that point?

Carolyn 10:20

Well, at first it was panic.

Scott Anthony Barlow 10:22

Panic can be a positive thing sometimes, for sure.

Carolyn 10:26

Well, I started sending out resumes in panic because I'm like, "Oh, my God. I have nothing." And then I realized, okay, that's not true. I actually planned for this. I had some savings and to stop panicking, stop sending out those resumes, and go forward with what I wanted. And that's when I started looking for career counseling help, and I went to the internet and started looking at different organizations that could provide it, and I listened to a number of your podcasts, and I'm like, "This is great." I would go for walks because, you know, what else was I doing? I wasn't working, so I would go for walks, and I'd listen to the podcast on the walks, and I'd come home feeling great. I'm like, "I'm not alone. Other people have had this exact same thing, and they have gotten through it and into something much, much better."

Scott Anthony Barlow 11:18

But I'm thinking about your whole story as a whole here for just a minute. And it seems as though, because you came out of this last opportunity in such a turmoil where initially you were panicking, but you did eventually end up in something that was a great fit for you. What really, truly helped you or allowed you to focus on what was a fit? Do you remember any activities in particular that you did, or anything in particular that really resonated that allowed you to be able to say, "Okay. I do, in fact, want to hone in on these areas." Or, "I now realize that Engineering, I shouldn't throw out the baby with the bath water." Or, you know, tell me a little bit about what fits that category for you that you recall.

Carolyn 12:10

Okay. Definitely analyzing what my strengths are, you know, going through the exercise and filling out, I think I did multiple different assessments to determine what my strengths are, and understanding what those are made me realize, "Okay, I was not in the wrong field after all. Engineering actually does." I know. It really does, and there were times in my career, so I reflected because you basically write down all of your jobs, and what was it about that job that energized you. And that exercise really brought it home for me, that there were times in my career that I absolutely loved what I was doing, and I was energized by the type of work it was and it was satisfying. There were other reasons why I would have left the jobs, but maybe to advance in my career, get more experience. But I did not hate engineering, so it helped get me back to reality of, "Yeah, this is a job that I actually like doing." Possibly not management. It was never my dream to manage people. I did find, you know, throughout my career, this is the other thing I learned by doing that evaluation of my past jobs, I like to mentor people, not the same as managing.

Scott Anthony Barlow 13:28

Two different activities. Potentially completely, they can overlap, but they don't need to.

Carolyn 13:35

And they were overlapping, but I didn't realize that it was mentoring that actually brought me some happiness. Passing on this knowledge to the younger or less experienced Engineers was something that really did give me a sense of happiness, or joy, whatever you want to call it. And I've gotten compliments from the people that I have mentored that I was very effective for them. I taught them a lot. They learned a lot from me. It was something that definitely we both got something out of. But once I stepped into straight up management, that's not what I was doing. So it gave me some perspective on what are the things that really would make me happy in a job. And the other thing that I learned was the places that I worked, even though I don't consider myself a super social person, the places that I worked where we had a strong team dynamic were great. I was super happy working on an effective team. So those were the things I was going to be looking for in my next role because I was energized by teamwork, and I kind of knew that at some level, but it really drove it home for me that that was something I needed. It wasn't just nice to have.

Scott Anthony Barlow 14:57

The, what you said about mentoring versus management or leadership, that's such a great example of a really important distinction that, in your case, I think either makes it or breaks it for you. Took this otherwise wonderful topical area of mechanical engineering that you have loved at different periods of time and then turned it into something that was, shall we say, less wonderful.

Carolyn 15:27

It was less wonderful.

Scott Anthony Barlow 15:28

Yeah. So I think what's always really fascinating for me too, is that it's not a small amount of work and reflection and thought and critical thinking that goes along with that to get to the point where you have these what seem to be like magical realizations. It doesn't just happen. So I'm curious, you know, when you think back on your experience in getting to that point, what particularly made it easier for you? Or what advice might you give to other people who are trained to get to some of those realizations? Because they're going to be different realizations for them, of course.

Carolyn 16:06

Yes, yep. And their realizations may come at different points within the whole process. And like I said, for me, it was during the evaluations of where I've been, also reaching out to past co-workers about what they thought my strengths were, which also reinforced for me that I wasn't a failure, and that people actually did enjoy working with me. And again, got something out of that relationship, our working relationship that we had.

Scott Anthony Barlow 16:31

Yeah. At some point, I believe you had this realization that culture mattered significantly. In fact, it was possibly one of the largest things that mattered, aside from working your strengths and being able to... everything else that we've talked about. Can you tell me a little bit about that?

Carolyn 16:51

Well, that was actually interesting. Because when I did the Ideal Career Profile, maybe it was how I answered the questions, but it seemed like the type of work or the type, yeah, type of work was going to be what was most important. But as I talked with Amy about it, and, you know, talked about the things that really drained me at the last place I was at, definitely the culture was the biggest problem there. It wasn't, necessarily, the type of work, although it wasn't everything that would feed my strengths. You know, I was outside my strengths completely, but it was also the culture and the lack of teamwork that really made it so that I was extremely unhappy, if not depressed. Just being there every day was sucking the life out of me.

Scott Anthony Barlow 17:45

Literally.

Carolyn 17:46

I can laugh now, but yeah, literally, it was. It was that bad.

Scott Anthony Barlow 17:49

I've been in that situation. It is not fun. Fortunately, there's a better end to the story. However, it feels terrible when you're there.

Carolyn 18:00

It really does. And I asked myself, "Do I just stick this out? So many people do. A lot of people just stay in this awful job that they hate, and they complain about it incessantly, but keep going back. Or do I get out because it's so bad that I kind of feel like I need to do it to preserve my sanity?" Because I didn't even know who I was at that point anymore. So that month I took off was to figure out, again, who I was and be able to actually function and make decisions instead of feeling like I'm constantly... it almost felt like I was under attack, you know, even though that's not the case, but that's what the work environment seemed to foster. There was hostility, and it wasn't toward me necessarily, but the fact that it was there, at this undercurrent of it, was something that I picked up on very easily. So if people are happy around me, I pick up on that. If they're really unhappy around me, I pick that up unfortunately, and I have a hard time putting it down.

Scott Anthony Barlow 19:03

That's such a good realization. It really truly is. If you know that about yourself where you are, maybe more so than the average person, impacted by the negativity or the positivity or whatever it is that's around you, then from a strategic standpoint, it becomes critical to surround yourself by what's going to benefit you. That's amazing. I love that. Way to go.

Carolyn 19:29

A huge thing to learn. I mean, I always kind of knew it, but I didn't necessarily trust my gut. That was another thing that Amy and I talked about a lot, was that I do have those feelings, and I need to trust them, because they're what will help me find a situation that's going to be more healthy for me. Yep. So that was definitely part of what we were going for. So when it became apparent that the culture was really an important factor for me, getting in touch with what I felt during interviews, and not ignoring what I was seeing or feeling became really important.

Scott Anthony Barlow 20:11

So the interviews. Tell me a little bit about what did you do specifically to go from, "I have this wonderful Ideal Career Profile on digital paper that generally represents what I am heading towards, what I'm trying to run towards" But taking, you know, going from there to an actual interaction, set of interactions, that are more than likely with better fit organizations can be a challenge. So what worked for you to move you into interviews that were potentially a fit?

Carolyn 20:50

Well, so I will say, one of the things that people should not be afraid of is making mistakes. So I can't say that this part of it went super smoothly for me because I was always drawn to the old way of looking for a job and basically reading a job description and saying, "Oh, I could fit into that role", instead of, "Is this the one I want to actually apply for? What is it about this company that makes me want to apply? What is it about this role that fits me?" So I had to flip flop everything I had ever done in a job search in the past. So when I was looking through, you know, different opportunities, I definitely had to stop myself from applying to some things that I would have applied to because when I really looked into it and thought about what they were advertising for, I'm like, "This is not going to work." Or looked into reviews that people had about the company. Or, yeah, basically, I usually take reviews with a grain of salt anyway, but this time, I wanted to at least look at them to see, you know, "If people left and they were unhappy, what were they unhappy about? And is it something that was, you know, maybe something that was personal to them, or did it seem like it was a cultural problem?"

Scott Anthony Barlow 22:15

Yeah, which would make it relevant to your situation then, because we know culture matters so much to you.

Carolyn 22:20

Exactly, yep. And even one of the places I applied to, and they brought me, I did, you know, the phone interview first, and then went in for an in person. And I think they wanted to keep pursuing me. I eventually turned, I canceled the second interview with them because I did have, when I read the job description, I'm like, "This sounds exactly like where I came from." The job itself is exactly what I was doing, and so I didn't want to apply. My sister's like, "You should just apply. It's a bigger company. It's not the same place." But I had warning signs during the phone interview. I had definite warning signs when I was interviewing there, and as Amy and I kind of debriefed about the experience, she's like, "You've got to trust your gut here." And she had some concerns with the body language that I described with at least one of the interviewers where it was going to be combative with this guy. I'm sure of it. And so I didn't get a warm fuzzy. And when I started interviewing at this company that I ended up accepting a job with, when I left that interview, I actually felt happy. I've literally never felt happy after an interview before, like, I was happy. I couldn't wait to talk to Amy about this. I'm like, "Oh my god. This is so cool. They're dynamic." The energy that they brought to this interview was like nothing I had ever experienced. And so this small company, and I didn't think I'd want a small company, I thought for sure. I needed to hide myself in a big company, instead of, you know, going to the small company where you're overly scrutinized, and whatever was going on, it might...

Scott Anthony Barlow 23:22

Well, that, in itself, is a really interesting way of how you looked at things in the past, you know, coming out in what you perceived, what also in the past what you perceived that it meant for you and what you wanted. That's a, we call that a very high level of self-awareness.

Carolyn 24:25

I didn't think it. I'd never have that.

Scott Anthony Barlow 24:27

Oh, look at you. See? It just takes practice, as it turns out.

Carolyn 24:31

Yep, and some encouragement because I was riddled with self-doubt. Yeah, there was just so much that I was working against. So it was having somebody help lift me up and help me realize that I can have confidence in myself and my abilities, because I've made it this far, it was incredibly helpful so that I could make a decision to not go down a path that it seemed like, I mean, that would have been where the money was. I did not take the job that would have offered more money, and they were still looking for somebody long after I had, you know, turned on their second interview and stuff, but knowing that I got myself into a better situation, someplace where I could feel that teamwork was going to be a big thing there, and it is, that was definitely a huge deal for me. Because it's not the place I would have actually probably ended up in if I were still doing things the same old way I used to.

Scott Anthony Barlow 25:27

What do you think would have happened? Like if you, and maybe it's a, I don't know, maybe it's an exercise in futility. But I'm curious, if you, you know, from the point in time where you left, if you hadn't gone through the work to define what it was that you actually needed and then eventually that led to, you know, a variety of interviews, and you honing in on what being able to recognize what actually was a fit, so that you could keep going in the ones that were a potential fit, what do you think would have played out? What's your best guess? I won't hold you to it. We'll never know, I guess.

Carolyn 26:02

I definitely would have been looking for jobs in Engineering Management specifically, or Engineering still, because, to be honest, those were the two areas that I was focusing on when I was searching. But I would have looked for those, but I probably would have gone for the money and ignored what were ultimately warning signs, just these, the vibes that I was getting from the interviewers, or just the place itself, you know, because sometimes you go into a company and you can kind of feel that things are not gelling, you know, that it's struggling with something, and it's an undercurrent that you can feel. I felt it before I took the job I walked out on, but I ignored it. I would have done the same thing. I would have ignored those signs and ended up taking a job and once again, saying, "How long do I stay here before I realized that this is terrible for me?" And I would have done it out of panic. And, yeah, this was a much, much better approach. I wasn't panicked, even though we were getting to, you know, this was the plan that I had laid out, even the time frame and everything. But I didn't feel panic. I had enough money saved up where I knew I was going to be able to make it into January, but I really wanted to have something before year end. But if that hadn't happened, I would have been okay. But it turns out, this company I talked to, where they had this really cooperative and positive interaction with each other that just, I don't know, it wooed me, I guess. It was great being there, and I'm really glad that that came up and that I didn't turn it down. I'm not sure I would have applied for that job.

Scott Anthony Barlow 27:53

I think that's what's really interesting to me, not just with your situation, but what we see over and over. But in your situation, what I'm hearing you say is that you had all of these different types of encouragement, whether it be from family members or the outside world, or pressures in your head, or, you know, the panic response to apply to all of these things, even though you were getting these vibes. And then even in interviews, you know, it would have been an easy thing to do to just keep going, even though you had those warning signs. And I think that's what almost everybody does, but you had already, at that point, done enough work yourself to recognize that, "Hey, I understand what these warning signs are now, and I can choose to do differently, and I understand what I'm looking for, and this is not it." But then also, have done enough work for yourself to be in a position to actually behave differently because it's easy for us to lean on our past behaviors, it's hard to do something different.

Carolyn 29:00

It really is. And it maybe would have felt comfortable to just go with what I already knew, you know, like, that one company where I had the warning signs and stuff. I could see me fitting in there. I could see how I would be able to fit in that role. And I could convince myself that, "No, it's going to be different enough from where I was" that I wasn't going to have the same experience. But I don't actually believe that. So actually following my gut and heeding the warning signs this time, I think, kind of averted another crisis that definitely would have happened. Yeah, it wasn't the right kind of company for me. Again, it would have been a good job for somebody, just not the right one for me.

Scott Anthony Barlow 29:43

You know, what I think is always really interesting too for, not all professions experience, but especially, say, like, Engineering is a great example of this. Like your experience for so many years is to be able to, you know, take somewhat limited resources and engineer solutions in one way or another to solve problems by looking at what resources you have and what you can use and everything else, and figure out a solution that other people wouldn't be able to do. So when you go into a job search type of situation, you're looking at all of these different job descriptions or postings or anything like that, and you're like, :Yeah, I could do that. Like I could figure out how to make that work", or whatever else. So it literally goes the opposite way from everything you've done for years and years to be able to say, "Nope, we're just not going to do this. I'm not going to find a solution."

Carolyn 30:36

I think it's what keeps us in bad situations longer, too, because, "Oh, well, if I do this, I can make that work better. If I do this, it'll get better." And you keep doing that because that's what you do. You keep trying something until you find something that works. And when you're in a situation that is truly not healthy for you, you are not going to be able to make that change. It is very ingrained in the company culture itself and you can't always have influence over that. And that's what I found is even though I thought I might have had some, I really did not. It was not coming from me. So there's only so much that you can do if there's a problem that is truly insurmountable, and you have to admit at some point that, "Hey, this is actually not something I can solve." And it just doesn't feel right, but it's true, yeah. And I would have talked myself into, "Oh yeah, this isn't perfect, but I know that I can do this" just because I can solve these things.

Scott Anthony Barlow 30:45

[31:42] Yeah. What I'm really curious about now too, is, I mean, you could have gone that direction, but you didn't. So what I'm curious about now is, what is life like now? And there is no perfect, but it sounds like your situation now is very different from the one you most recently left. What specifically is different for you?

Carolyn 32:08

Well, first and foremost, I absolutely love the team I'm working on. I'm not the leader of the team. There's someone else who's worked there for a long time and kind of worked his way up from the bottom. He really has a lot of people skills, and I enjoy working with him, and he leads us, but he's not like my manager, so we have this great rapport, I guess. And there's one other person. We're a very small group. So three Engineers, or three people in the Engineering group. I'm the only degree in Engineer, but that's not what matters to me. They have their own strengths that they bring to it. We call ourselves three C's Engineering, because all our first names start with C.

Scott Anthony Barlow 32:47

Obviously, it was meant to be. You completed the C's.

Carolyn 32:50

The teamwork. He's very supportive. So always has their backs. Definitely is working toward improving things. So we're, you know, figuring out, "All right, what is the path we want to go on? How do we want to get there?" They are having me look at certain things that they don't really have the expertise in. So I'm a design engineer, so what is the design software that we're going to use? And they had gone through a number of things where they were trying to make that decision and they didn't feel confident in it, so I've been evaluating that, and I made a presentation to show them this is what I recommend. They're taking my input and actually listening to me. They value what I can bring to the table. So those are the kinds of things that I think helped me to be happy with what I'm doing, because it's not perfect. You know, there are some people that I know I'm going to clash with, but it's like that wherever you go. It's, you know, everybody has different priorities and what they want to achieve, and different personality types. But that's not really the predominant thing for me. This sense of teamwork and working together to actually get something done is what seems to be there for me the most, us, for this job. And I never thought I'd do this. I'm not a morning person. They work a four day work week, so I get a three day weekend every week. I kind of love that. My Fridays are for me every week.

Scott Anthony Barlow 34:20

That's amazing.

Carolyn 34:21

They don't want you to work from home because they want work life balance. And so those were some of the things I was looking for, is to have more time for me. And I actually am finding that I have energy to participate in my home life where, prior to this, I came home and I was exhausted and I would just unplug and do nothing, and it was awful. So now that's not how I'm living. I'm actually enjoying my outside of work life. I'm enjoying what I'm doing at work. So I feel like I've gotten what I was looking for.

Scott Anthony Barlow 34:56

That is really cool. I am really, legitimately, happy for you. You're doing my heart good.

Carolyn 35:04

Oh, thank you.

Scott Anthony Barlow 35:05

What advice would you give to anybody else who's in that same situation? If we go back now to your previous situation, where you were at that role, you knew it wasn't a great fit, you're trying to decide, "Do I stay? Do I go? How does that look?" It's eroding your self-confidence. You know, that's where a lot of people sometimes find themselves. What advice would you give to that person in that place?

Carolyn 35:31

Take steps to do something about it, whether it's if you want to try talking to your management team and see if you can make it better. Keep in mind, I did try that and it got better for a minute. But if you think that that's going to actually help your situation, give that a try, but don't stay in it if you're miserable. Because life is way too short to feed that much of your energy into something that basically is never going to pay off for you. And it's not about money, it's more about your well being and how you're feeling, and do you have enough energy left to actually enjoy your time outside of work? If you don't, don't stay there. For the love of God, don't stay there. Take care of yourself.

Scott Anthony Barlow 36:22

Most of the episodes you've heard on Happen To Your Career showcase stories of people that have taken the steps to identify and land careers that they are absolutely enamored with, that match their strengths, and are really what they want in their lives. If that's something that you're ready to begin taking steps towards, that's awesome. And we want to figure out how we can help. So here's what I would suggest. Take the next five seconds to open up your email app and email me directly. I'm gonna give you my personal email address, scott@happentoyourcareer.com. Just email me and put 'Conversation' in the subject line. And when you do that, I'll introduce you to someone on our team who can have a super informal conversation with and we'll figure out the very best type of help for you, whatever that looks like. And the very best way that we can support you to make it happen. So send me an email right now with 'Conversation' in the subject line.

Scott Anthony Barlow 37:15

Here's a sneak peek into what we have coming up in store for you next week.

Scott Anthony Barlow 37:19

You know that feeling when you're staring at your computer and you've got this really important thing you need to do, maybe you even know exactly what you need to do, but for some reason, you just can't start? Or maybe you start, and then 30 seconds later, you're researching the history of paper clips or reorganizing your desk for the third time this week. Yeah, that's ADHD for you. And if you've had similar experiences, this episode is definitely for you. To be clear, I'm not a doctor and I'm definitely not diagnosing you, but we made it for you. So here's the thing that a lot of people don't understand about ADHD. Society has created all of these boxes, these systems that we're supposed to fit into– show up at nine, focus for eight hours, remember every detail from that meeting last Tuesday. And when you're wired differently, those boxes can feel impossible. But I want to talk about something that doesn't get mentioned enough. Having ADHD can be a pretty massive advantage, too.

Scott Anthony Barlow 38:21

All that and plenty more next week right here on Happen To Your Career. Make sure that you don't miss it, and if you haven't already, click subscribe on your podcast player, so that you can download this podcast in your sleep, and you get it automatically, even the bonus episodes every single week, sometimes multiple times a week, until next week. Adios, I'm out.

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Career Change Advice: Six Professionals Share What Worked to Find Their Ideal Job

on this episode

When considering a career change, it’s impossible to predict all the obstacles that might arise. But there’s one obstacle that will absolutely stand in your way: yourself.

Your indecision, doubts, overthinking, procrastination, and comfort zone are keeping you from what could be the best decision for your career and life. To help you get out of your own way, we gathered advice from people who successfully made intentional career changes and found meaningful work that leverages their strengths.

Advice from 6 Successful Career Changers

1. Run Towards Something, Not Away From Something

Cheri, a former software product analyst, advises: “Know what you’re running towards. Make sure you’re running towards something and not away.” After relocating, she found herself in a poor job fit and spent nearly a year searching before discovering her ideal career. By focusing on what she wanted rather than just escaping her situation, she found a role so well-suited that she was promoted within a year.

2. Discover Roles You Didn’t Know Existed

Caity, a former VP of marketing, realized: “There could be roles out there that you don’t know exist.” Through careful self-discovery and research, she discovered change management – a field she hadn’t known about that perfectly matched her strengths and interests. Her advice? “Look at what you like in your current role… there’s probably an opportunity to do just the things you like, and not the things you don’t.”

3. Get Support + Trust the Process

When Edna, a scientist with 19 years at the same company, quit after finding her new job was a complete mismatch, she didn’t rush into another position. Instead, she took time to be intentional. Her advice: “Get someone who has experience in providing guidance… ensure that your network and the people who surround you are supportive… dedicate the time, do the work, and trust the process.”

4. Activate Your Network

Brian, a former VP of business development who was unexpectedly laid off, found power in reconnecting: “Activate your network… reach out to people. I talked to people that I hadn’t talked to in years.” He was surprised by how willing people were to help: “It was amazing to me… how many people just want to help and be there to support.”

5. Ground Decisions in Your Core Values

Jorge, a tech professional with over 20 years of experience, emphasizes values-based decision-making: “There has to be some inner conviction, inner values or core values that serve as a core that you go back to. Without that, every single decision in your life gets complex.” This approach helped him evaluate multiple job offers after being let go.

6. Be Curious About Yourself

Jorge also encourages self-exploration: “Most people tell you to be curious about the world, but few people tell you to be curious about yourself. Be curious about what you want, what you can excel at, and what you will excel at giving to the world.”

7. Say No to Make Room for the Right Things

Morgan, who left an HR career despite the security of a “good job,” advises: “It’s okay to say no to things. Especially with high achievers, it’s so easy to be a ‘yes’ person… But it’s okay to say no because it just means that you’re looking to further align yourself with being able to use your strengths in a more meaningful way.”

Your Turn 🚀

The common thread among all these successful career changers? They took action. None of them waved a magic wand – they simply made intentional choices that led to meaningful work.

You can make this same change. You just have to get out of your own way.

Stop letting indecision, doubt, and overthinking keep you from what will likely be the best decision for your career and life!

what you’ll learn

  • Discover practical strategies to overcome self-doubt, overthinking, and fear that keep you stuck in an unfulfilling career
  • Learn why meaningful work isn’t about starting over completely, but leveraging what you already love in new ways
  • Get specific techniques for activating your network, identifying your core values, and finding roles that align with your strengths

Success Stories

I stumbled across HTYC through an article and it gave me hope again. After a Strengths Finder review session with your career coach and the Figure Out What Fits course, I've finally admitted to myself what I really want to do, what I really want out of life, and have made a decision.

Kevin Long, UX Programmer, United States/Canada

The biggest thing in CCB that's changed my life, it helped me understand that I had an abused way of going back to the unhealthy environment in my current workplace without even realizing what it's doing to me. Once you helped me see that and once I got out of it, all the other areas of my life also improved! So it wasn't just CCB I noticed this career changing and wasn't just a career change. It was like a whole improvement all areas of life.

Mahima Gopalakrishnan, Career and Life Coach, United States/Canada

Introduction 00:05

This is the Happen To Your Career podcast with Scott Anthony Barlow. We hope you stop doing work that doesn't fit you, figure out what does, and make it happen. We help you define the work that is unapologetically you and then go get it. If you feel like you were meant for more, and you're ready to make a change, keep listening. Here's Scott. Here's Scott. Here's Scott.

Scott Anthony Barlow 00:30

When you first consider a career change, it's impossible to predict all the obstacles that could get in your way. But there's one obstacle that I am 100% sure without a doubt that it will be there. What is that obstacle? Well, drum roll, please. It turns out it's you. Yep. The biggest obstacle standing in the way of your ideal career is you– your indecision, your doubts, your overthinking, your tendencies, your procrastination, your comfort zone, all of it. It's keeping you from what will likely be the best decisions for your career and your life. All you have to do is just, you know, get out of your own way.

Scott Anthony Barlow 01:14

That might be much easier said than done. Of course. You might be like, "Scott, how do I know if a career change will be the right move for my career?" We talked to people who had already done the work to make an intentional career change and make a career move. And all of these people, we asked the same question. That question, "What advice do you have for someone who's thinking about making an intentional career change?" I've actually now asked this question to well over a thousand people. Many of whom have worked with us to change careers, and we use all of that data to write our book, podcast episodes, you name it. But since we couldn't fit those 1000 people into this podcast episode, here's what we did. We chose seven pieces of advice from clients of ours. These are people that are just like you. They were unhappy or bored or had a great situation but felt like they were meant for more, or they had health issues that were linked to their career, any number of reasons that they were considering change. By the way, some of these people were in great situations, and it just wasn't the right fit, or they had outgrown it, and other people were in pretty terrible situations. But the commonality here is they all found work that they felt was meaningful, and all of them made a change, and they all started with deciding to take action towards finding work that fit them. Here's what's interesting about their advice, it's all possible. Everything they talk about is realistic. None of them, zero of them, waved a magic wand and poof, their ideal career appeared, and they didn't do anything that seemed unattainable. I think the really cool thing is, the wonderful thing, is that you can make the same change. You just have to get out of your own way. And that's exactly what Cheri did. She was a software product analyst for 12 years, and she really enjoyed what she did, but when her family relocated, she had to find a new job, and she realized almost immediately in that new role it was just absolutely not a good fit for her. So she searched on her own for almost a year, and she started feeling pretty lost and doubting herself, but then she had a breakthrough when she learned about her strengths and defined her must haves and what we call an ideal career profile. Now, Cheri did a really fantastic job of figuring out what she wanted and then finding organizations and roles that fit her. Ultimately, she landed a pretty wonderful job that she loves, and it was such a great fit that she got selected for a promotion after less than a year. We've had her on the podcast three separate times, and her advice has never changed. Here's what she had to say the most recent time she was on.

Cheri 03:56

My advice is the same as it was when I first did this. Know what you're running towards, and make sure you're running towards something and not away. That was advice that was given to me years ago by a friend, and it has stuck with me, and it's been such a driving factor in a lot of the things that I've done. Basically, have a goal. Know what direction you're headed because, otherwise, you're just driving around aimlessly, going nowhere.

Scott Anthony Barlow 04:23

Here's what's interesting. The first time Cheri was on the podcast, she talked about how this advice specifically helped her.

Cheri 04:29

Knowing what I'm working for, knowing what my goal is, I think, has been huge. Because there was a job opportunity that came up probably shortly after I started this, and I had done my ideal career profile. I knew what I wanted to do and what I was working towards, and this opportunity came up, and as much as I wanted to say yes, because I wanted out of my current situation, that would have been me running away because it was not in line with what I wanted to do going forward. So I think making sure you know what you're running for.

Scott Anthony Barlow 05:00

It's easy to get caught in the mindset of escaping your current situation. But as Cheri learned, true transformation comes from being intentional about what you want next, not just what you're trying to leave behind. For Cheri, focusing on what she was running towards gave her the clarity she needed to make a move that she also felt confident about, but what if you don't even know what's out there? That's exactly what Caity faced. By the way, Caity was a successful VP of marketing in the tech world, and her career was going great, but she began to realize she was no longer excited by her work, and she pretty well knew she needed to change. So she took the time to explore her strengths, her passions, what she was excited about, and she really dug into the questions of what's next and what could be extraordinary. Eventually, her self-discovery, combined with extensive research, led her to discover change management, which this is an area that she literally did not know existed, and ultimately she realized that this could be the perfect match for her. Here's the advice she had for you.

Caity 06:11

I would say that people should be aware that there could be roles out there that they don't know exist and that are going to maybe take some work to figure out what they are. I know a big part of this program is actually custom roles being designed for people. It has actually, that has happened before as well. But I would say also is to really take a hard look about what you like in your current role, and know that there's probably an opportunity to do just the things you like and not the things you don't, and that does exist. For me, I thought it was all black or white with product marketing. It was either I was going to be leaving all these types of projects on the table and having to do something totally new, whereas I'm going into a field where there's actually a fair bit of overlap with some of the stuff I was doing that I enjoyed doing, without the stuff I don't want to be doing, you know, kind of some of that more external marketing execution type work. So I think it's important to also really look at somebody's field or their job and say, "Is there things you want to take with you?" And know that it's possible to take some of those things with you, but still find something you like doing. But yeah, that was the kind of biggest learning moment for me, was that was possible.

Scott Anthony Barlow 07:19

Caity's experience proves that a fulfilling career change isn't about starting completely over. So many people believe it has to be that. That's a question we get constantly, or a fear that people have that they're gonna have to start over. But instead, it's about finding ways to bring what you love or your past experiences along with you into a new role that excites you. But what if the career move you thought was the right one can turns out to be a complete mismatch? This is exactly what happened to Edna. Edna, by the way, is a scientist. She spent 19 years working in consumer packaged goods for the same company, and it was great for her, but eventually, she decided she wanted to try something new, and she found a new role, new job, with the company in the same industry. It didn't take long for her to realize the new organization was not a great match. In fact, it was a complete mismatch as far as values and culture. So she quit. And while she knew that she could quickly find another job if she needed to, she decided to take the time and make sure this next move was intentional. She ultimately landed a new role as a scientist in pharmaceutical research and development, a completely new industry she had never considered. So after making this move, what advice would she give?

Edna 08:39

So I tell them to do what I did, in a sense, is you need help. We need to make sure you try to get someone who has experience in providing guidance to help you through it. Two, I think for me, was to ensure that your network and or the people who surround you are supported. Because the last thing, that's another thing that happened during that ambiguous time, is I happen to mention my decision to step away to someone who didn't understand what I've done, and some kind of bunch of questions of why we do that. So that didn't help. I was already in that period of ambiguity, and I realized that, you know, up till that point, I surrounded myself with people who are 100% supported. And even if they were like, "Okay, now, we get you. We're with you. We're with you, it's challenging, but we're with you." So, because the last thing you need is people who will make you question yourself on this journey that is challenging in and of itself. So lean in, get someone to help, make sure you have the support and that dedicate the time to do the work and trust. Trust the process. Trust the process. Be when it feels like, you know, you have questioning why you do it, trust the process. In my case, just trusting the process. Trust the process. It worked for me.

Scott Anthony Barlow 10:09

Career change isn't something you have to do alone. And we found that if you don't try and go it alone, you get results a lot faster. Having support, a plan, like Edna talked about, it makes such a massive difference, but so does tapping into the connections that you've already built. And that's exactly what Brian discovered when he faced an unexpected career shift. Okay, Brian's career, he had spent most of it leading sales and marketing teams, most recently as a VP of Business Development. He'd always prioritize working for companies that align with his values, making intentional career pivots along every step of the way, and at some point, he started to experience a change. He realized that culture was no longer aligned with his values, and he was unexpectedly looped into a round of layoffs. This was literally the first time in his life where he felt like he'd lost control of his career. However, aligning his career search with his core values and tapping into the power of his network helped him regain control. Here's what Brian discovered about how relationships played a crucial role in landing his ideal opportunity and reigniting his excitement about his career.

Brian 11:22

I think for me, getting me through this was activating my network and really just like reaching out to people. I talked to people that I hadn't talked to in years. And I think some of it is we just get busy with our day to day lives and the people that are around us immediately, and now that so it's like, I'm gonna stay real. I'm staying in touch with some of those people that all sudden it's just like, you just reach out to, and it's amazing as you reach out to some of these people that you haven't talked to in years, how fast you can just, like, pick up, like, no time had ever gone by at all. You wouldn't think that it's like, "Oh, I haven't talked to you in five years." Also, it was like, "Oh, what happened with so and so?" That's why it just, like, all just picks right back up almost where it left off. And so I think activating the network of people, whether it's via LinkedIn, but just starting to reach out to people. And one of the things that was a pleasant, I don't know, surprise, is the right word. It was more of a comfort, I think, surprised as the kind of a connotation to it. For me, it was a pleasant comfort of how many people just want to help and be there to support, and it's like, yeah, man, I feel it's just like, "What about this? Hey, I can call so and so." And just it was amazing to me. It's just like, and I think that for a lot of folks, I think there would be a tendency to not reach out. And, like, I haven't talked to him in five years. I don't want to be a burden. And, yeah, no, for me, it was... And there was some of this with, I think in my first session with Ben that we talked about, maybe a second, was it's going to be the network to activate the network, you know. And I've been blessed like in the industry, I've worked with hundreds and hundreds of people, and so my network is pretty expansive. I know there's other people that don't have that situation, but it's kind of like that Kevin Bacon, six degrees of separation sort of thing, like activate and find out who they know and, you know, and just you got to continue to work it. And I know the framework with HTYC, you guys, have a lot of that sort of thing, the underpinnings of that to help with it.

Scott Anthony Barlow 13:28

Okay, people will say all the time, "Your network is one of the most powerful tools in career change." But I think reframing it in the way that people are out there, especially with relationships that you already have, they want to help, but you have to be willing to reach out and ask for the help. And more importantly, like Brian, you have to be able to ask in the right way. I do think this is a really powerful example from the sales and marketing world. But what about somebody who was laid off in tech? That's exactly what happened to Jorge. He spent over 20 years in the tech space. When he was surprisingly let go from his organization, similar to Brian, he realized that he needed to reevaluate his career, his identity, and what direction he was going. And also, like Brian, for the first time in his life, he wasn't sure if he wanted to continue working in the same situation. For him, it was the same industry. So, he conducted multiple experiments to pinpoint the path that was right for him. Oh, and by the way, he did such a great job figuring out what would fit him best that he ended up with not one but multiple job offers. And ultimately, he had to figure out which was going to serve the life that he was trying to build the best, because they all seemed like a fit. That is another challenge all in itself. Here's his advice on making decisions during your career change.

Jorge 14:56

There has to be some inner values, or core values, that serve as a core that you go back to. Without that, every single decision in your lives gets complex and complex. And I think that reviewing those core values, reviewing that purpose that you have, helps you to assess the decisions and make those decisions, assess the opportunities and make the decisions. But even in that case, you may not make the right decision, and that's okay because what you have is a core value. So open to reevaluate your own purpose and core values, but also to accept that whatever expectations you may have when you make the decision may change, and those changes may not be bad. It's just another opportunity to grow and to continue that experimentation. You need to have a curious mind with yourself. And that is not always something that comes across as something you need to do. Most people tell you to be curious about the world, but few people tell you to be curious about yourself. So I think that if anything is, be curious about yourself, be curious about what you want, and can and excel and will excel to give to the world, because every single one of us have great potential. So if anything, just be curious about yourself and be willing to explore and be willing to discover that potential through that experimentation that you so great described as the next step, just continue experimenting.

Scott Anthony Barlow 16:49

Turns out this stuff isn't magic. It is difficult, though. The better you know yourself, your values, what you want, the easier it's going to be to navigate uncertainty and make much more aligned, confident decisions in your career change but also in your life beyond this next change. Okay, so these are two really great examples of turning your career around after layoffs and going after something that is much more intentional that fits you. But what about if you haven't been laid off and you're actually in a really great position, maybe even a position where you feel like you should just be grateful for where you are because others would kill to have this type of role. But deep down, you know, it's not a great fit for you. What then? Well, that's where we get to meet Morgan. Morgan had spent most of her career in HR, following the path that she had started back in grad school while studying Organizational Psychology. But even as early as her internships, she had this nagging feeling that something about the path wasn't quite right. Fast forward to 2023 ,and Morgan was in deep burnout. She was in the midst of that stuck feeling, and she knew the role that she was in was absolutely not working, but the fear of making the wrong move and regretting leaving a good job kept her from taking action. If we fast forward, Morgan ended up getting a role that she loves, that excites her, where she gets to use her strengths every day, but here's what she had to say about someone who feels stuck.

Morgan 18:20

I think it, and it is hard to come to this realization, but it's okay to say no to things. I think, especially with high achievers, which, hello, that's me. Especially with high achievers, hello, I'm high achieving. What's your name? Especially with high achievers, it's so easy to be a yes person. Because we have this assumption that if we say no, it means we're not driven, we're not motivated. But really, I mean, you just kind of have to shift the mindset of it's okay to say no, because it just means that you're looking to further align yourself with being able to use your strengths in a more meaningful way, show up authentically. Those are all super important things. And yeah, it's okay to say no. So if you're stuck in an area that you don't want to be in, and you know that you've got this inkling of a feeling it's not the right fit, and you get a promotion, I think it might be a really great idea to say, "Hey, I really appreciate this. I'd love to think about it for a little bit." And then deep dive into what do you want your life to look like, how do you want to show up at work? And just check that criteria out and see if it's going to align well.

Scott Anthony Barlow 19:38

You've probably heard it on this podcast before, but I think it's worth repeating. Career fulfillment isn't about climbing the ladder. It's not about just fixing something that isn't going very well for you. Instead, it's about making continuous, intentional choices that align with your strengths, your values, the life that you're trying to build. And if you're feeling unfulfilled in your role, start by saying 'no' to the things that you can. Use that space to step back and reflect what is missing, what is working, what's not. What do you want to carry forward with you into your next opportunity? What needs to change? Figuring those pieces out are the first step toward building a career that truly fits you. Morgan's story is proof of that. When she started saying 'no' to what didn't fit, helped her make the space in her life for what actually did. And by the way, she's not alone. You've just heard advice from people who've been through many career changes themselves. These are real people. They've been there. They've done that. They've got the intentional career change t-shirt. They took the steps to identify and land opportunities that they're absolutely enamored with that match their strengths and are really what they want in their lives. And if that's where you're at too, and you're ready to start taking those steps, that's awesome. We'd love to support you and figure out any way that we can help. So here's what I would suggest, take the next five seconds, pause this episode, and open up your email app, send me a message. My personal email address is Scott@happentoyourcareer.com. Just email me and put 'Conversation' in the subject line. And by the way, when you do that, I'll introduce you to the right person on our team, and you can have an informal conversation with them, and we can help figure out the very best way that we can support you in making your career change happen. So send me an email right now, put 'Conversation' in the subject line. I can't wait to hear from you.

Scott Anthony Barlow 21:32

Okay, here's a sneak peek into what we have coming up in store for you next week, right here on Happen To Your Career.

Speaker 8 21:39

At that point, I was doubting everything about myself. I failed in that role. I believed that was going to be a great opportunity for me and that I was going to be able to make all these changes and implement stuff that I really believed in, that I felt strongly in, and I failed. And so what am I doing?

Scott Anthony Barlow 21:59

When a career starts feeling like a complete misfit, the human tendency is, "Get me the heck away from this thing. I want the opposite of this." Whatever the role or the industry, we tend to want to run far away. And we see this all the time. People come to us in a panic, saying, "I have to get out of engineering." Or, "Marketing is the problem. I need a drastic change." But what we found is, more often than not, it's not about the occupation or sector of the work. It's usually much bigger than that.

Scott Anthony Barlow 22:34

All that and plenty more next week right here on Happen To Your Career. Make sure that you don't miss it, and if you haven't already, click subscribe on your podcast player so that you can download this podcast in your sleep and you get it automatically, even the bonus episodes every single week, sometimes multiple times a week, until next week. Adios, I'm out.

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Want to Start a Business? 5 Essential Questions No One Asks (Especially if you have a family)

on this episode

You’ve got the entrepreneurial itch. Maybe you’re Googling “When should I quit my job?” or “How much savings do I need to start a business?” Stop right there. As someone who has launched five businesses (two failures, three successes), I can tell you – you’re asking the wrong questions.

The Questions Everyone Asks (But Shouldn’t)

Most aspiring entrepreneurs fixate on:

  • How long will it take?
  • When should I go full-time?
  • How much money do I need in savings?
  • Do I need a business license?
  • Should I build a website first?

While these questions matter eventually, they’re not where you should start. They’re focused on logistics rather than fundamentals. Here are the real questions you need to answer first.

Question #1: Are You In Love With the Idea or the Reality?

Many people are invested in the idea of a business: the perceived freedom, flexibility, or chance to focus on their passion. But running a business is like raising a herd of children (yes, a herd). You’ll need to master:

  • Marketing
  • Sales
  • Financial management
  • Operations
  • Technology
  • Tax compliance
  • Customer service
  • And dozens of other skills

Before diving in, ask yourself: Am I prepared to become competent in all these areas, or do I have a plan to handle them?

Question #2: What’s the Fastest Way to Test This?

Instead of planning everything perfectly, ask: “What’s the quickest way to get my first client or customer?” You don’t need:

  • A perfect business plan
  • A polished website
  • All your services figured out
  • A formal business structure (in most cases)

You need one thing: someone willing to pay for what you’re offering. That’s your proof of concept.

Question #3: What Does My Partner Think?

If you have a spouse or family, this can’t be a unilateral decision. The right question isn’t “How do I convince my partner?” but rather:

  • How can we make this decision together?
  • What would make both of us comfortable with this transition?
  • What specific milestones should we hit before making changes?
  • How will this affect our family time and dynamics?
Question #4: What’s My Real Timeline?

Here’s a reality check: On average, it takes 3-4 years to build a sustainable business that replaces a full-time income. The question shouldn’t be “When can I quit?” but rather:

  • How can I build this gradually while maintaining stability?
  • What experiments can I run now to test my assumptions?
  • How can I scale this thoughtfully without putting my family at risk?
Question #5: Why Do I Really Want This?

Before you start ordering business cards, dig deeper:

  • What am I trying to achieve that I can’t in my current situation?
  • Does it actually require owning a business?
  • Am I running toward something or away from something?
  • What would make this venture a success in my eyes?
The Path Forward

Starting a business isn’t about following a checklist or hitting specific numbers in your savings account. It’s about:

  1. Running small experiments to test your assumptions
  2. Getting real feedback from actual customers
  3. Building gradually while maintaining stability
  4. Understanding the full scope of business ownership
  5. Making decisions collaboratively with your family

Remember: The goal isn’t to start a business – it’s to create the life you want. Sometimes a business is the answer, but make sure you’re asking the right questions first.

what you’ll learn

Scott Anthony Barlow 00:00

I've started five businesses. Two of them dismal failures, and three of them profitable and successful. Consequently, every single day I get questions about starting businesses from clients, from people at the coffee shop. Questions like, "How long does it take? When should I take the leap to full-time? What's a good amount to have in savings?" And I answer these, but honestly, most of the questions that I get asked are the wrong questions. In this episode, I give you better questions to ask when you're interested in starting a business on the side and potentially taking it full-time. And more importantly, what most people never think to ask.

Introduction 00:43

This is the Happen To Your Career podcast with Scott Anthony Barlow. We hope you stop doing work that doesn't fit you, figure out what does, and make it happen. We help you define the work that is unapologetically you, and then go get it. If you feel like you were meant for more, and you're ready to make a change, keep listening. Here's Scott. Here's Scott. Here's Scott.

Samantha Martin 01:08

Our intro just said, "Here's Scott", but obviously this is not Scott. This is Samantha, the content manager here at Happen To Your Career, but luckily, I have Scott here with me today to answer some of those questions you heard in the intro and the much better questions you didn't hear in the intro. So Scott, let's jump in.

Scott Anthony Barlow 01:30

Let's do it.

Samantha Martin 01:31

So the idea for this episode came from you talking to all the people that you mentioned– clients, people at the coffee shop, people on the street, family, friends.

Scott Anthony Barlow 01:41

Podcast listeners.

Samantha Martin 01:44

They come to you because, like you said, you've started five businesses. I think a good place to start would be, how you started Happen To Your Career because you did start it on the side of your real-time job.

Scott Anthony Barlow 01:58

You're 100% right. It was started on the side, and it was with the intent to go full-time. However, that's not where it began. But first I should probably back up and say that my wife and I, Alyssa and I, who you've heard, probably heard Alyssa on the podcast before. However, we had run more than one business together. And also I had left a job in the past where I thought that she and I were on the same page, and turns out, we were not. So this influenced greatly how we were thinking about this particular business, this particular building of the business, and then also the exit. And it influenced the building of the business because we wanted to make sure that when we were building it out, it was able to be sustainable when we stepped away from full-time income. And it influenced the exit because, well, both of us never wanted to go back to that situation where we were not on the same page and worried about where money was going to come from, I don't know, because we hadn't planned appropriately. So what ended up happening is, because we had done this poorly in the past, we very much created some different interactions and processes and even agreements about how we were going to do it this time around. And so for us, that meant that I wasn't leaving until we both unequivocally agreed that it was okay and we had hit some certain milestones. Milestones like having a certain specific amount in savings, which in our case, was way more than what we thought we might need. And I'm so glad we did because there was a point in time where we used almost all of that savings in a year, oh my goodness, after I left, it was probably a year, I don't know, maybe 18 months in, during year two. So, yeah, there it was. It definitely influenced all of that, and consequently, that, having done it well and also done it terribly multiple times over, then that influences, you know, how I encourage other people to think about this type of transition or even starting about business in the first place, especially when there's other family members involved.

Samantha Martin 04:27

So when people come to you– clients, everybody knows that we listed– what do you usually find is holding them back where they're, instead of taking action, they're asking you, "What should I do?"?

Scott Anthony Barlow 04:42

That's a great question. You know, I think the things that tend to hold people back are, they think that it's going to take, most of the time, they think it's going to take a huge amount of investment from themselves upfront to even start a business. And what I find is that if you're, I don't know, going to be building a factory where you manufacture widgets, like, yeah, that requires a massive amount of capital upfront. But for most people, most people, if you're starting a small business, it doesn't require that. Even if you're starting, say, like, I don't know, an online retail type of situation, that doesn't necessarily mean that you have to hold tons of inventory and service-based businesses, for the most part, you have to have very, very little in order to get started. So I find that most people have this perception that you have to have this massive amount of capital to be able to start a business. And that's just not true. All you have to have is a particular offering and someone who's willing to pay. And voila, that is, by definition, where you're having that exchange of money for something valuable, a business.

Samantha Martin 05:59

So it seems like, once you get started, you realize, "Oh, like, this is somewhat easy. It doesn't have to be this huge thing." But then, on the flip side, I know you've discussed before, once you get into, "Oh, I have a business now. I have customers. I have products", whatever it is, you start realizing the reality of running a business, owning a business, that... And I know there's a lot of things there that many people don't think about.

Scott Anthony Barlow 06:26

Oh, yeah. Well, and, you know, here's another thing that tends to hold people back too, as well. And you and I have talked about this concept many times over because we've tried to represent this psychological barrier on the podcast in different ways and through other content that we've made. But there's this funny phenomenon where, as humans, if we can't go all in and sort of do it perfectly, then why even start. You know, yeah.

Samantha Martin 06:59

Okay, call me out.

Scott Anthony Barlow 07:00

Specifically for you, like we all do it, right? We truly all do. I do as well. So the way that I see that that shows up for people is they feel like they have to have all the pieces figured out before they start. So that might be exactly all the suite of services that they're going to offer, they might feel like, "Oh, I can't move forward until I have my website set up. Like, are people even gonna take me seriously? Or until I have, like, certain credibility indicators. Or until I have..." I don't know, insert your thing here. 100% of the time, people are always feeling those things. Then they may not realize that they are. So if you're listening to this and you're thinking about starting a business, and you are like, "Nope, I don't have any of those things", then that means they're probably blind spots for you. That's okay.

Samantha Martin 07:50

I have my entire business plan written out so I cannot begin.

Scott Anthony Barlow 07:54

Yeah. So instead, part of the advice I tend to give people is, what is the quickest way to get started? How can you get to your first clients, first customers, to test this out in a small way, without even actually formally declaring that it's a business? And people are a little bit apprehensive about that because they're like, "Well, wait. I need to have, like, a business license, don't I need to have all of these other things." So of course, this is where I throw out the disclaimer that some industries are regulated in certain circumstances, and you may need to check with, you know, your accountant, your attorney, to see if the one that you're interested in is, but for the most part, most industries, most offerings, just to get started, and you know, see if you can even get your first client, first customer, first person, to pay you money, like that is the best way to start because then, you have a proof of concept, then you can do all of the other pieces. Once somebody has paid you money, it becomes a lot easier to say, "Oh yeah, this is working. Now, let's get this set up. Let's now get this organized. Let's now take additional steps forward." But most people never get to that point, so there's no need.

Samantha Martin 09:08

So once you've gotten 1, 2, or 3 customers, clients, whatever it is, and you're like, "Oh, okay, this thing is real. This is a business", then that brings about its own problems, as we know. Do you want to talk about that?

Scott Anthony Barlow 09:25

It does. And I think even before we address what those problems are, it's relevant to point out that most people are invested in the idea of a business, not necessarily the actuality of a business. Most people like what they perceive that a business is going to bring them in terms of flexibility or freedom or focusing on something that they are interested in, and they perceive that a business is the only place that they're going to be able to get that. So, by the way, if you're not sure about it, if you haven't already tested it out and already gotten some level of experience or experimented to figure out what a business is actually going to be like, I'm going to give you some previews here in a little bit. However, if you haven't done that, then I would encourage you to do that first, and that's the type of work we would do with many people all over the world when they're investigating starting a business. Let's figure out what you actually want. Figure out a way to test it before you go to all of the trouble and effort to start this massive endeavor that might take, might take years to get up to speed. So back to your question, Samantha, about, you know, what are some of those realities? I think it's probably important to point out that starting and running and operating a business is one of the largest learning curves a person can ever go through. And we were joking about this yesterday, it can be comparable to raising not like one child or two children, but even a herd of children, it can be comparable to doing that, partially because, like, when you become a parent, there's no amount of books and everything else that's going to prepare you fully for that. It just isn't. And especially if you have a herd of children, have you run across the herd of children books? Anyhow, starting a business requires, well, the reason for that is it because it requires so many different skill sets. You know, sometimes it's technology, sometimes it is finances and taxes and operations and service delivery and marketing and sales and all the things that you have to learn to make all of those work together in one way or another. And so, I think an interesting thing that tends to happen, everybody's seen this situation over and over again, where somebody who really loves a particular topical area, like they're a crafts person, or they, you know, love making blankets, or they are really good at golf, and then so they want to run a blanket business, or a golf business, or, you know, whatever else, the the person who is good in the one area, and then now has to figure out all of those other moving pieces, the tech and taxes and everything else that we just mentioned a moment ago. And so people underestimate what that is going to require by, not a small amount, by a long shot, every time. And the bigger the business gets as you are developing it, if one piece is working, then you're sort of thrust into the other pieces, having to figure out, like, "Now I have sales in multiple states, and those require different sets of taxes. And I didn't even know I was going to have to become an expert in taxes. I don't even like taxes." And so these are the pieces that people tend not to think about in one way or another. And I actually personally love putting together all of those pieces. I love the individual challenges of it. But if you don't love it, it can turn into something that is not fun and not desirable, and that sort of sexy idea of having all this freedom in an area that you are excited about, having a business in, can disappear really quickly. So all that to say, if you are, in fact, really, truly interested in all those pieces of running a business, starting simple is key. Starting with the smallest, easiest way to begin, truly is key because it's easy to over complicate.

Samantha Martin 13:48

It kind of reminds me of the situation we see a lot where, of an amazing sales person, it's a promotion to sales manager.

Scott Anthony Barlow 13:57

Oh, yeah, such a good parallel.

Samantha Martin 14:00

"I really loved sales, and now I'm not in sales. I'm managing sales people", or insert the industry in the role. So many people want to start their own business because they love what they do so much, but don't recognize that a business is marketing and sales and taxes and everything you listed. So enlighten me of that.

Scott Anthony Barlow 14:21

That's a great, great point. And so you and I have even had those conversations about like, because we have so much work here that you could dip your hands into all kinds of things, and you have, however, that doesn't necessarily always mean it's a great thing. And we even had that conversation, it's like, "Hey, would you want to lead a portion of a team or an entire team, or anything else?" And it's not always the right decision automatically for someone.

Samantha Martin 14:49

Right. So what would you say to someone who wants to start their own business because they love, I guess, their current side hustle, or whatever you would call it, a passion project that they've been doing for a while, but is nervous about those other parts.

Scott Anthony Barlow 15:08

That's a wonderful question. And I think that one of the things that we teach over and over again, it's probably not gonna be a surprise if you've listened to very many episodes of Happen To Your Career, that if you choose to set up useful experiments that are going to give you insight, real world insight, into what that's going to be like, then it allows you to make better decisions about moving forward. So just a quick example of that. Let's say that you've never had experience with managing finances for a business, then there are some simple ways that you might be able to set up that experiment. You could go take an online class. There's a lot of them that are even available for free or a small amount of money. You could go and shadow a small business owner and say, you know,"Show me. How do you run through QuickBooks?" Or you could go and you could talk to an accountant and pay an accountant a small consulting fee in order to say, "Sit down with me and let me ask you a variety of questions about what this is actually going to be like." And so all of those are different forms of experimentation. Another way that you could do it is you could go out and literally get your first client, or first couple of clients and first couple of customers, and then try to run through all of the finance tracking in a small way and see, "Do I want more of this? Do I want to go deeper in?" And if the answer is 'no', when you have very, very limited finances coming in and limited finance tracking, then you might have your answer, "Okay, if I'm going to build a business, then I need to find somebody else to take care of this." Or, "I really have no desire to do anything beyond the, you know, beyond the craft portion of it", and all of that is useful feedback, which allows you to be able to decide, "Do I dive deeper in, or is it ending with this experiment, and do I need to consider with something else?" Either way is good. Either way saves you time.

Samantha Martin 17:11

When you've decided that you are prepared to raise the herd of children or run a business, same thing. You just mentioned finances, and you also mentioned finances when you were talking about you and Alyssa's situation. What recommendations do you have for preparing financially to start your own business and scale it?

Scott Anthony Barlow 17:35

Yeah. This is, in some ways, the question. I think that a lot of people, their minds go to this. And what I find, this is not true for every business. So this cannot be blanket advice. When we're helping people start a business behind the scenes, which that's not the main thing that we do, but so many people that we work with find that as they go through and they're trying to identify what creates an extraordinary life for them, what's the life that I want to build, and how does my work fit within that life that I want to create, a fair amount of them, I'm not sure exactly what percentage it is, but I'd guess someplace between 15 to 20% of them are interested in building their own thing in one way or another, business or otherwise. And so when we get to be a part of that, as we've helped people build literally hundreds of businesses over the years, we find that on average, it takes some place between three and four years, like, three and a half years. And so that I encourage people to build a three to five year plan when they're focused on building a business, when they're focused on creating a sustainable business. And so that means that before going full time, you need to either have the financial runway saved, or you need to be working at another place that's providing you income, and then when you leave, and then whenever point in time when you leave, if it takes you three and a half years to be able to get to the point where it's sustainably bringing in the income that you want, well, then I would also encourage you to have a year to 18 months worth of expenses saved. That way, you make better decisions. Because what tends to happen is you get to this really critical point where if you're making... if you've left and you don't have money coming in the door, that creates extra pressures, and those extra pressures cause you to make short term decisions or bad long term decisions for your business. And that's a very human thing to have happen, but it's not necessarily a great way to make it further sustainable. And I think that that's one of the reasons why, even when people do all this planning and have this intention, you know, just not having enough financial runway saved, changes the decision making and strategy.

Samantha Martin 20:08

I think you had said before when we were discussing this, that most of the people that we have worked with to start their own business have taken an average of three to four years. Is that right?

Scott Anthony Barlow 20:20

It is. And to be clear, three to four years to get to the point where it is sustainably bringing in what their target income. A lot of people are tending to target someplace between, you know, $100,000 a year to $200,000 a year, a lot of the people that we've worked with in the past. So they want it to be bringing in $10,000 or so a month, or $8000 to $16,000 a month.

Samantha Martin 20:47

At what point, or, I guess, that is the decision in itself, does it become less of a side business and more of it's the decision to step away. When does the, I guess, do the scales start to tip? Or when should you... what's your advice on that decision?

Scott Anthony Barlow 21:05

I think that's a really personal decision. I could answer that in a pretty logical way, saying, "Hey, you know, if you're trying to build this particular type of life and have this type of impact, are you able to have more of the impact in your, you know, current situation, or the business situation?" And so we could look at it that way, in terms of from a holistic, mutually dependent what's the impact that I'm having in the life that I'm building. But also another way to look at it would be to say that "How comfortable am I with shifting to 100% of the income is reliant upon me in a very, very different way than working with somebody else, whether it's an employee relationship or a contract", or whatever your your current situation is, and that's something where the shift is never going to be fully comfortable, but instead, it's about what pressures it's putting in place for you. And I think that's another consideration because for some people, it might stretch them to have two types of work that they are doing, but it still might create a better quality of life for what they're trying to do, compared to moving from a side business to a full time business, full time situation. So I think those are the considerations. You know, first, what type of life are you trying to build, what impact are you trying to have? And then also, what else is this going to do to your quality of life in making this decision overall?

Samantha Martin 22:52

And that type of a big decision often or always, if you have a spouse, should likely include them.

Scott Anthony Barlow 23:01

Yes, this would be good life advice. If you have a partner or spouse or other people who have a significant vested interest in what you are doing, where your income is coming from, and where your time is spent, yeah, 100% I'm in agreement with you. Samantha. You've got to make it a collaboration, if you will. It has to be a bigger decision than just you saying, "Yep, totally doing this. All right, let's go. Get on board."

Samantha Martin 23:27

Oh, I did want to ask before we jump more into talking about that conversation. Just from your experience, did you find that your feelings about the business changed once it became like went from being your side gig to your full time gig?Was it, I feel like a side gig or a side job or a side hustle might be like your passion project, or you might be the thing that's exciting you outside of your job, but then when it becomes your full time thing, there might be more pressure there. Did you find that?

Scott Anthony Barlow 23:59

I definitely did, and each time too. So I've made multiple transitions from having another job into a business and then relying on that business for income, where it is, you know, paying my bills and everything else, and yeah. And every single time, it introduces additional pressures, even though, when we created Happen To Your Career, I left. Maybe, I don't remember the exact time, but it was close to three and a half years into the start of the business. And we were sustainably producing at that point about $100,000 a year profit, roughly. I knew that I wanted to have a team from the beginning. So we were, we had, you know, quite a bit more revenue than that, but that was part of how I wanted to build the business. And that said, even though Alyssa and I had still set aside a pretty good chunk of money and savings for if and when things went wrong, it still creates additional pressures that you just don't think of. For example, here, I'll give you a one that just people don't anticipate. What I thought, and I've done this multiple times before, so I should have learned the first couple of times around or first time around, what I thought is that I'd have so much more time when I went from full time job with doing Happen To Your Career on the side, building Happen To Your Career on the side, and then shifting into no job, and 100% Happen To Your Career. And what I found is that what was causing me to be so productive with the full schedule and all the things we had going on for our kids and everything else, as soon as that one pressure went away, and as soon as that one set of time was no longer filled, then I became far less effective, which then created its own weird set of additional pressures. So those are the types of things that people don't anticipate. And that's just one example of many, many of them.

Samantha Martin 26:13

Another thing you have talked about before while you are when you're working and you have another business on the side is deciding whether or not you're going to talk to your employer about the fact that you have a job on the side. So when does that make sense? When should you discuss it with them? What would that do for them, for you?

Scott Anthony Barlow 26:37

Yeah, it's a great question. And I think most people I found are really hesitant to talk their employer. And I understand that. Totally understand that. I've done it multiple times over, and it feels highly uncomfortable, even when you have a great relationship with the people around you, and even when you've got a situation that will be supportive of that, and if any of that is not there, I would not encourage you to just jump ahead and have the conversation. But, you know, consult with somebody who can help you evaluate the situation first and has done this many times before. Obviously, we do this, but take a partner in this, in one way or another, whether it's us or somebody else that has had many of these conversations, and, you know, has done lots of negotiation and is used to navigating through potentially conflicting situations, take a partner. But the considerations there are usually people feel like they need to give people an end date. If I say I'm going to leave, I need to give people an end date. And that means that I'm like, all in on this, which makes people nervous. I don't think that you actually necessarily need to. And I'll just give you an example from my situation. You know, I had a great relationship with my boss and my boss's boss, and, you know, some other people that I reported to, and the plan was for me to stay around and basically become a VP in a certain HR segment. And I told them from the very beginning that my long term plan, probably 10 years out, was going to be going back to running my own business, and I didn't know what that was going to be at the time. Obviously, it turned out to be Happen To Your Career. So the conversation that I was having with them was, "Hey, you know what? I definitely am going to make a move to starting my own business. I don't know exactly when that's going to be. I don't know exactly when it will become profitable enough for me to leave, but I wanted to begin having this conversation with you now. That way, we can plan accordingly. Because what that does mean is I probably will not head down the VP track. I don't think that that makes sense to you, and I want to make sure that I'm setting you up for success. And also, what that means is I'm not jumping ship, like, I'm not jumping ship tomorrow. You know, this could be years in the future, and I want to make sure that we are both on board so that we can plan accordingly here." So that was what the first initial conversation looked like. It was really similar to that and reassuring my boss that even though my plans have changed slightly, nothing really had actually changed. I'm still there. I'm still all in. And that is, that's the type of conversation people might have at first. Again, this is a negotiation type of conversation. So take a partner. Don't just go and have this conversation. Have somebody help you think through your plan and evaluate, "Is this the right situation to be able to have this conversation or you can get the support that you need?"

Samantha Martin 30:01

Another concern that we have seen when people are thinking about starting a business on the side of their job is the time commitment. And I know that comes up a lot when they talk to their spouse about it, if they have a family and a full time job, and they're like, "but I also want to do this thing." So what's your advice for the time management aspect of it all?

Scott Anthony Barlow 30:23

Well, I think this really goes back to what you mentioned earlier where if you have a spouse or a partner or family members, they have to be on board. And this can't be a single decision by you. It has to be a collaborative decision, and that means that you're going to have to be clear with yourself, first of all, about why this is important to you, and then you're going to have to be able to articulate that to your partner. So when you go and have that conversation, it can't be like, "Hey, I want to start a business, and I really want to leave 12 months from now", because what your partner is going to hear is, "Oh, my goodness, all our income is going to disappear 12 months from now." That's not particularly helpful to either of you. Instead, it has to be much more about, you know, "I'm really, really interested in building a business. I believe that this will allow us to live this type of life. The other reasons that I'm really interested in doing this are because, whatever insert here." In my case, I really wanted to be a role model for my kids. I really was interested in allowing Alyssa and I to build a situation that allowed us to be able to travel in a way that, you know, we couldn't otherwise, and now there's many jobs that will allow you to, doesn't require a business to be able to do that. But for us, it really was the right thing, because we wanted to be able to have the flexibility to build other businesses too. And so when I was having that conversation, the time that I did it well, it was much more about I'm committed to figuring out with you, in this case, Alyssa, what that looks like, how much money we would need to have in place, what would make you comfortable for that type of transition, how we can do this well as a team, essentially, as opposed to me just leaving, I'm not interested in that at all.

Samantha Martin 32:21

So maybe I'll turn your normal question back around on you. If there's someone out there that is thinking about wanting to start their own business while they're still working full time, what advice would you give them for maybe taking the first step, or how to start thinking about it differently. How would you summarize? Just some advice for that person.

Scott Anthony Barlow 32:45

Figure out why you want to build this. This business. And then determine, does that actually need to happen with a business? And I think that's step one. Once you've determined that, "No, I really, actually am interested in building a business, and not just the idea of a business", then I think step two is, what is the quickest way that I can get to customers? What is the quickest way I can actually go and test this out and create an experiment to determine, am I going to like this? Is this going to function in the way that I think it's going to function? How will I be able to navigate through the challenges that are likely to pop up? And what are even those challenges? How can I investigate this? So putting together a series of small experiments, and a lot of times the easiest way to do that is just getting your first customer in a very, very small way.

Samantha Martin 33:39

Great advice. I think it's interesting just from listening to you talk about this over the years and today, it seems like there's kind of two buckets of people that we find. There's someone who is very passionate about something that they're doing, maybe it's like knitting, and they're like, "Maybe I should turn this thing I love into a business." And then there's a lot of people that come to us and they're like, "I've always wanted to start a business. I've always wanted to be a business owner, but I'm trying to figure out what I should do." So I guess, is that advice the same for both of those buckets of people? Or does it change at all?

Scott Anthony Barlow 34:16

I think it is the same. I think it looks different. The types of experiments you might be running look a little bit different. Now, for people who are in the United States, our tax code is heavily, heavily slanted to where it's advantageous for business owners. I feel like anybody who makes more than $60,000 a year should probably have a small business under their name. And, you know, just do one or two transactions or something a year, because it's so beneficial on taxes, so beneficial on taxes. And this is another situation where I say, "Go talk to your accountant to figure out specifically", but in general, that becomes a pretty big advantage, at least in the United States, not always the case in other countries. And that said, to go back to your question, I really do think that the full scale developing of a business requires getting a little bit deeper in, whatever way makes sense, to see what it's actually going to be like. And then waiting even a little bit deeper beyond that. When people initially start to wade in, it gets them more excited, and until they encounter something that is really hard for them, then that's where they can evaluate. Like keep wading in deeper, until you encounter something that is truly more difficult for you, or that you have to overcome, and that should give you some better feedback about, "Is this something that I'm willing to work through?" Because those challenges will pop up, even more so, when you are relying on any kind of income.

Scott Anthony Barlow 36:06

Okay, so at this point, if you still believe you're interested in a business, building a business for the sake of a business, or you want to find out if that's going to be right for you, then I would encourage you to email me directly, Scott@happentoyourcareer.com, you can put 'Conversation' in the subject line. In fact, put 'Conversation About Business" in the subject line, and I will make sure that you get in touch with the right member of our team, and we can figure out how to support you, even a custom plan to be able to figure out the very best way that we can help you get to, not just a business, but the life that you want to build.

Scott Anthony Barlow 36:43

All right, here's what's coming up next week, right here on Happen To Your Career.

Scott Anthony Barlow 36:49

When you first consider a career change, it's impossible to predict all the obstacles that could get in your way. But there's one obstacle that I am 100% sure without a doubt that it will be there. What is that obstacle? Well, drum roll, please. It turns out it's you. Yep. The biggest obstacle standing in the way of your ideal career is you– your indecision, your doubts, your overthinking, your tendencies, your procrastination, your comfort zone, all of it. It's keeping you from what will likely be the best decisions for your career and your life. All you have to do is just get out of your own way.

Scott Anthony Barlow 37:33

All that and plenty more next week right here on Happen To Your Career. Make sure that you don't miss it, and if you haven't already, click subscribe on your podcast player, so that you can download this podcast in your sleep, and you get it automatically, even the bonus episodes every single week, sometimes multiple times a week, until next week. Adios, I'm out.

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How Tuning Into Your Desires Can Guide You to Career Fulfillment

on this episode

Have you ever stopped to ask yourself, “What do I really want?” It sounds simple, but many of us overlook this question, focusing on what other people and society tell us we should want.

In this episode, HTYC career coach, Karen Woodin-Rodríguez invites us to slow down and connect with our true desires (the personal passions that guide us to career fulfillment!)

Karen shares her journey from feeling unfulfilled to pursuing what truly excites her, including many career transitions and fulfilling her dream of becoming an actress. She explains why embracing your desires is the key to finding your ideal career, and how imperfect action drives progress.

Maybe you’ve followed the traditional career path, checked all the boxes, but still feel something’s missing… you may be thinking “Is this all there is?” (That’s what Karen wondered to!) But no, that isn’t all there is. There is work out there that lights you up and allows you to live a life you love.

Listen to Karen discuss how to find your version of an ideal career and life through what excites and energizes you, and take action toward those desires!

what you’ll learn

  • Why following what you should do keeps you stuck, and what to do instead
  • How to recognize the internal signals that point you toward fulfilling work
  • The role of curiosity in uncovering your next career move
  • The surprising reason ignoring what excites you can keep you stuck in unfulfilling work
  • The mindset shift from seeking what’s practical to tuning into what you truly want, and how it builds confidence in your career change

Karen Woodin-Rodríguez 00:01

You know when a chapter is over, you're like, "I have learned everything that I can learn from this experience, and I wanted to go home." And I just had this calling of like, "I think I've learned everything I need to learn."

Introduction 00:18

This is the Happen To Your Career podcast with Scott Anthony Barlow. We hope you stop doing work that doesn't fit you, figure out what does, and make it happen. We help you define the work that is unapologetically you, and then go get it. If you feel like you were meant for more, and you're ready to make a change, keep listening. Here's Scott. Here's Scott. Here's Scott.

Scott Anthony Barlow 00:43

What should my next step be? It's the question we hear over and over from people wanting to make the shift to more fulfilling work. But here's the truth, it's actually the wrong question to ask. True fulfillment doesn't come from following a step by step guide. Surprise! There's no one size fits all checklist to get a perfectly fulfilling career. Because real fulfillment, well, turns out, it's different for everyone. This is probably not a massive surprise to you if you've listened to this podcast before. It's not an external process that you have to get through, it starts with you. So instead of starting with, "What should I do next?" Ask yourself, "What do I actually want?" That simple shift could change everything.

Karen Woodin-Rodríguez 01:29

This quote of, I'm sure you've seen it before, "Don't ask what the world needs. Ask what makes you come alive. Because the world needs more people who've come alive." I really believe that.

Scott Anthony Barlow 01:42

That's Karen Woodin-Rodríguez. From a very young age, Karen knew she wanted to make an impact, so she set out with a simple goal of changing the world. Very simple, right? So she got her degree in political science from Columbia University, worked with social enterprises across the globe, and ended up in India where she founded her own business in international development. She was doing work she was great at and she was very successful. To everyone else, it seemed like she was thriving, but deep down, something was missing. This is a common theme. You've heard it on this podcast before, and she found herself wondering, "Is this really it? Is this all there is?" Here's the key thing that happened here, though. Instead of ignoring those feelings, Karen used them as an opportunity to look inward through that reflection. She realized that her true calling was still about changing the world, but on an individual level–working with people one on one. So she used all of her experiences and her connections to transition into full time career coaching. This is where we got to meet Karen because over the years, she's personally helped over 500 people make meaningful transitions to work that fulfills them. But today, we're lucky to have Karen's unique experiences, insights and expertise as a part of the Happen To Your Career team. So in just a minute, you're gonna hear Karen, and she'll be sharing how she stopped doing what she thought she had to do to change the world, and then figured out what that really actually meant for her. By the way, the voice you'll hear is Samantha. She's our content manager, and she's talking with Karen about where her career first began.

Karen Woodin-Rodríguez 03:22

I was raised in Monterrey, Mexico. It's in the north of Mexico. I did the International Baccalaureate, which is like this really like advanced critical thinking bachelor's degree. And the reason I'm talking about high school when I'm like a grown woman is because that is where I have the seeds of I wanted to change the world. I'm a millennial. I drank the Kool Aid. I wanted to change the world. And that's why I went to, like, the most intellectually demanding high school I could. And at the same time, I was doing theater and Model United Nations, which is a debate, a simulation, and I was doing leadership classes and that I felt so fulfilled as a human being, and that experience allowed me to get into Columbia University and get a full ride, need based, full ride to Columbia University. And that opened up the doors of the world for me. So I had that opportunity, and I thought, "Okay, I want to change the world. How do I do that? Let me... I'll study political science", because I want to work in politics, or I want to work at the United Nations, that is the way to go. So I did that, and all of my internships throughout college were around social enterprises. Why? Because if you want to work in politics in Mexico or at the UN that takes time. But what was immediately available was working at social enterprises, which are these businesses that are trying to solve some sort of problem, like, access to clean energy, access to clean water, alleviating poverty, etc. So I did that. I did internships in Guatemala, Ecuador, Singapore. I did a stint in Kenya, and junior year changed my life. So...

Samantha Martin 05:06

Junior year at Columbia?

Karen Woodin-Rodríguez 05:07

Yes. So what happened is, one of the coolest things about Columbia, a very well resourced University, is there's these internships abroad. And I was like, "I'm going to use all of them." So they had this one in Singapore for a social enterprise. And the way that I chose that, Samantha, was I asked myself, they had another one in Hong Kong, they had one in London. And before this, I had never left Mexico. I'd only left Mexico to go to McAllen, Texas, which is where my grandparents lived in South Padre Island, and like a little bit of Texas, but that's it. And suddenly I was traveling internationally with social entrepreneurship, and there was an internship in Singapore. And I chose it because I thought to myself, "Let me go to the place that I would otherwise never go to." Like, I thought I'm always going to want to go to London, but like Singapore, I don't even know where that is on the map. So I went there, and then, you know, I did my internship. And I remember there was one weekend where, like, I went with a group of like, other interns, and they're like, "Do you want to go to Thailand for the weekend?" And I was like, "What?" So we went to Thailand for the weekend. And I remember being like, in the ocean swimming, and just being like, "Can this be life? Because this real life, is this me coming from, like, never leaving Mexico?" So that really cracked something open for me where I was like, "I think I want to live internationally." And that's what I mean when I say that Columbia opened the doors of the world for me. So then I was like, okay. And at the time, everyone in college was either being an investment banker, doing teach for America, or, I don't know what, so I didn't know how to answer the question of what I want to do. So instead, I answer the question of, where do I want to be. And I want to be internationally, and I want an adventure. So fast forward, that led me to India, where I worked at a multinational, which happened to be a social enterprise incubator. I have a career in international development that happened in India for five years, moved back to Mexico, leveraged that to work in microfinance. So basically, for the past eight years, I worked in international development across India, Latin America. I became Portfolio Manager for a microfinance organization called kiva.org and it was amazing. I loved it, right? That was my way of changing the world.

Samantha Martin 07:22

What took you back to Mexico?

Karen Woodin-Rodríguez 07:24

Oh, that's a good question. I always wanted to go back. I always wanted to go back. When I got the admissions to Columbia, my middle school coordinator said, "You're never coming back." And I was like, "Oh, but I am." And I did. And I did. I loved being in New York. I loved it, but I was also like, "What else is out there?" Right? I really... I have a deep sense of adventure and seeing the world, so I went back to Mexico. And then so eight years, International Development. That job... Now I'm going to tell you how I became a career coach. So the goal was to alleviate poverty through microfinance, right? So my job as a portfolio manager was, I needed to onboard social enterprises. So basically, I did social entrepreneurship for a long time. Kiva hired me because of that expertise. So now working in microfinance. One of the partners that I onboarded was a social enterprise that was a technology boot camp. So basically, people go through this certification program to become software engineers. Basically, it's an upward mobility program, and it was targeting specifically deported and returned youth from the US to Mexico. So it was the social impact thing, changing the world, right? So I work with them. I onboarded them, became friends with the founder, and she said to me, "Hey, our graduates need help getting hired. I know you're really good at getting jobs, so can you help them?" And I did. And that's it. That's how I became a career coach, right? And I realized I loved it. I got a kick from taking people from like, "Oh my God, I don't know how to do this", to "Wow, I did it." So I discovered that I love it. And what I discovered is that I now change the world, but I do it one conversation at a time, as opposed to through policy or through social entrepreneurship or by working at the United Nations or by being an elected official.

Samantha Martin 09:14

So, I do want to go back and crack open your story a little bit. So you were living in India, and then is that, after you were in India, you went to Mexico City, back to Mexico City? Was that a job change, or what made you leave that job?

Karen Woodin-Rodríguez 09:32

Yeah, that is a good question. So I was in that role for three years. I was a brand manager, and the way that this company was building their brand was through social entrepreneurship. They created an accelerator for social enterprises in the country. I loved that. But then, honestly, what I realized is, and maybe a lot of people have this experience with their first job out of college, I had to be there from nine to five, and that just didn't make sense to me. Because sometimes I had a lot of work, but other times I didn't, and we would literally sit in our office and just, like, wait for it to be 5pm and we would leave. And I just thought, "This is silly. There has to be a better way." So started reading about entrepreneurship, and I actually started my own business leveraging Model United Nations, which I'd done in college. And I discovered that, like Indian students, wanted to learn this because they wanted this extracurricular activity to get admissions into a US college. So I found a niche, and I started a business called Project Model UN, ran it full time for three years, and during that time, I worked with nearly 2000 students across five cities in India. Also worked across one city in Mexico. So it was, I loved it. I was training people in public speaking, skills, negotiation, how to present your ideas, collaborate. I loved it. But then I decided that, you know, when a chapter is over, you're like, "I have learned everything that I can learn from this experience. And I wanted to go home." And I just had this calling of like, "I think I've learned everything I need to learn." Obviously, India is a vast country. You're never going to learn everything. But for me, it was time to make a change.

Samantha Martin 11:11

So you were working with Indian youth. And then when you got back to Mexico, you were working with youth as well. Is that right?

Karen Woodin-Rodríguez 11:19

Yes, but different youth. So like in India was high school students and middle school students. Then it was more like young professionals.

Samantha Martin 11:26

So when did you transition to helping people with their careers? Not youth?

Karen Woodin-Rodríguez 11:32

Yeah. So basically, when I was in Mexico, I had five years of experience building my own business and working at social enterprises in India, and I was in the new market, didn't know how to find jobs there, so I thought it was a big crisis moment for me. I mean, in full transparency, like I experienced depression coming back. I had been out of the country for nine years. I had my identity was being the international student from Mexico, or, like, the foreigner from Mexico. And now I was like, the Mexican in Mexico, like, social, you know, I was like, "What?" It was a big crisis. But then I really, I had support networks for my friends, family, and I just did deep introspection and said, like, "What do I actually want? What are the common threats between these two experiences?" And for me, it really was social impact. However you define that. There's many ways to define that, right? But for me, I was like, "I need to be doing something that makes some form of positive impact in the world. So I was like, "Okay, social impact. And then what?" That was, like, still very broad. So I was like, okay, my experience, I've done business development, I've done partnership management. I can do fundraising, because I did it for my business. So I was like, okay, that led me to, like, partnership management roles, or project management roles because of what I've done. And that is how I found Kiva. So kiva.org has a mission of alleviating poverty through micro loans. They were looking for a portfolio manager. So I actually didn't meet all the requirements. I knew nothing about microfinance, but they needed somebody who had expertise in social entrepreneurship, which I had. So I leveraged that to get into that new role, and that role is what then led me to working with career changers and to coach them. But it was almost an accident. I was like, "How am I here?" Which is, like, how a lot of our careers are, right?

Samantha Martin 13:25

Yeah, so what's the connection between helping in microfinance to career changers?

Karen Woodin-Rodríguez 13:30

So at kiva.org working in microfinance, one of the partners that I onboarded in my role as a portfolio manager was called Ola code, and they were a technology boot camp that works with students. So I onboarded them to Kiva, became friends with the founder, and then she said, "Hey, we need help getting our students hired. I know you're really good at this stuff. Can you help us?" So I started doing it pro bono, just being like, "Yeah, I'll run some workshops. Yeah, I'll help out." Then I got laid off from my job at Kiva, and she's like, "Come work with us." So I did that, and I like, created... Basically, what I realized is, "Listen, I can coach people all day, all night. It is going to be far more effective if we get hiring partners who buy into our mission, and we're going to hire based on potential, not on execution." So I was like, and I'm already great at that, because I used to run my own business and I did partnerships management for my first job at Mahindra. So I started sending cold outreach emails, and I got 100 hiring partners, and got students hired. And then I was like, "I love this. I love working one on one with people." So then I took that experience to get my next role as a career coach at Springboard, which is another technology boot camp.

Samantha Martin 14:41

Interesting. I want to get dig more into your time when you were feeling just like a Mexican in Mexico.

Karen Woodin-Rodríguez 14:49

Yes, like, what is special about me?

Samantha Martin 14:51

Yes. Do you think that that was having, like, a huge impact on you that you weren't feeling special because your goal had always been, like, "I'm gonna change the world" and you felt like you weren't in that moment? Or where was your misfit coming from? I guess.

Karen Woodin-Rodríguez 15:06

Yeah. Well, you know, I was an entrepreneur, and I felt very proud of that. I felt very proud of the fact that I had seen an opportunity in the market, and I was serving students, like, middle and high school students, and I was very good at that. And then I realized this no longer serves me. I'm ready for the next chapter of my life. And I didn't know what it was. And I said, "That's okay. I want to explore and see what that next chapter looks like. So I'm just going to leave this business, close it down, I had some savings, and move back to Mexico." Honestly, I really wanted to go to New York, but I was like, can't afford New York. I have family in Mexico City, so I was like, "Great. Let me do that while I figure it out." And then slowly, well, actually, before that, my dream had always been to be an actor. So I was like, "What would I do if I had a rich family?" And I said, "I would spend time in New York pursuing acting." I was like, well, I can't spend a lot of time, but I can do a summer intensive. So I did that. And it was so fun.

Samantha Martin 16:06

In New York?

Karen Woodin-Rodríguez 16:07

In New York at Stella Adler studio of acting. I'm actually a part time actor now. But I came back and I slowly started feeling not good. Just like the constant thought that wouldn't leave my head was, my life is never going to be as amazing as it was before. And it was this anxious thought that actually led to depression. Because I was like, "I had made it. I had this business, I had replaced my income, I had doubled it. Was working the hours that I wanted. And now, who am I?" And I, on purpose, didn't line up a job for myself or clients in Mexico. The truth is, I was over doing Model United Nations like I had outgrown it. So I was like, "I don't want to run this business." I still have a friend who runs a Model UN business, and he loves it. And I was like, "I don't have that passion for this." So I know it's time to move on. It was very hard. I just, you know, I went from being an entrepreneur, like, doing whatever I wanted, feeling really excited in this amazing life in Bombay, traveling, to being in Mexico City, staying with my aunt who's, I love her, but like being at her house, not having anything to do and feeling terrible, right? So I'm like, "What?" I think it's kind of like, when people say, "I moved back to my parents house", it wasn't quite that because it was a different city, but it was kind of like, and I didn't believe in my potential. I was just like, "What? Like, why did I make that stupid choice?" Right?

Samantha Martin 17:38

But you closed that chapter because you knew something wasn't right and something needed to change, and you took the leap to make yourself make it.

Karen Woodin-Rodríguez 17:44

Yes, I did. I was like, "This country is no longer serving me." And I remember going from like, again, I would cry. You know, people who've experienced depression know this. Getting out of bed is a huge endeavor, just like you don't enjoy... I didn't enjoy watching movies. I was just, like, dull. It was just terrible. And eventually, what happened was, again, I have a very supportive family, like, I stayed with my aunt, I didn't pay anything, then I stayed with my friends, like, I had a big support network. That's very important to mention. No financial stress. And then here's the thing, in 2012, I actually took a course. Just like, to start my business, and then I took another one on how to find a job that you love, and I took it at a time and I had a job. I was like, "I don't need this." But this guy said something that really hit me, and he said, "Top performers always have another job lined up. As a top performer, like knowing where to get your next opportunity is a skill." And I was like, okay. So I did it. I did the course. Didn't use it until four years later when I was depressed and I remember, like, "I'm so grateful that I did that. That I did that for future me, because I knew exactly how to find a role that I loved. I knew exactly the system to follow." Right? So basically, I was like, sad and depressed, and then November was terrible. And then this was just my experience, I'm not saying it's for everyone, but there came a point where I did see a light at the end of the tunnel where I did feel like, "Okay, I can do something about this." Like, there was four months where, like, nothing, and then I was like, "I think I could do a little bit." And that's when I applied to the role at Kiva. I did my entire, like, outreach system.

Samantha Martin 19:32

And it sounds like you did have another role lined up, just like that guy told you to. Because when you got laid off, that lady was like, "Come work for me." Right?

Karen Woodin-Rodríguez 19:30

There you go. And it worked out. Then exactly, then it worked out later, right? So it did. It actually has played out. That's actually how I got this job at Happen To Your Career. I wrote it in my journal, "July 31st, 2024, get a job at Happen To Your Career." And I made it. I have, like, my action items, and I reached out to. I did the thing. I did the process.

Samantha Martin 19:59

That's cool. So is that, I'd want to call it manifesting, but if there's a better word for what you use, or was that that guy used before?

Karen Woodin-Rodríguez 20:07

Yeah, the way that I think about it is, I mean, I guess you could call it manifesting. But I think it's really, and this is like, what I do with my clients, you know, it's like, "What do you want? Let's connect with that desire, and then we're going to bring a deep inner belief that it can be done." And I knew that it could be done because I done it four times before. Myself, and then with my clients hundreds of times before. So then once we know like the target, we believe that it can happen. I just executed the system to get to that. I know that that doesn't sound as exciting or exhilarating, but it really is a process.

Samantha Martin 20:43

Yeah, it's a process. It doesn't have to be exciting if it works. It's exciting because it works.

Karen Woodin-Rodríguez 20:48

It's exciting because it works. Exactly. Like, the process doesn't need, I mean, and it was exciting, but, like, I just executed the process that is proven, and here I am, and that's what I love to do. I love working with other humans to get to where they want to be.

Samantha Martin 21:03

So a big thing for you is starting with you said, breaking down like their goal, but as a desire, like, what they really want?

Karen Woodin-Rodríguez 21:11

Yeah, 100%. Like, the most important thing is, what do you want? Because people, like, 10 tips to be successful. What is success to you? What do you want? Right? And for some people, like, really, really care about working remotely, I'm one of those, I really care about direct, tangible impact, and I get that through one on one coaching. But just like, what do you want? And you'll see it in my profile this quote of, I'm sure you've seen it before, "Don't ask what the world needs. Ask what makes you come alive. Because the world needs more people who've come alive." I really believe that. I believe that our desires are... they exist for a reason. You could say that they're divine, that they're God given, that whatever like is in your belief system. But, you know what? I learned this actually by going through therapy and, like, working with multiple coaches. You know this thing about, like, being an actor, for example. I remember going to therapy and being like, "Well, of course, like, everyone wants to be an actor. Like, what is this dream?" My therapist was like, "No. Actually, no. Not like, I don't want to be an actor." I was like, "What?" So I think this, I had this tendency of whatever I desired to be like, but everybody wants that, like, duh. I want to be well paid like everybody wants, well and no but you want it, and you want it in a specific way. So that thing, that's one of my biggest lessons, like, "What do you want?" And Elizabeth Gilbert talks about it too.

Samantha Martin 22:37

Eat, Pray, Love?

Karen Woodin-Rodríguez 22:38

Eat, Pray, Love, but she has another book. I don't have it here because I lent it to my friend, and she hasn't given it back yet. But this idea that our desires sometimes come screaming.

Samantha Martin 22:49

Big magic, right?

Karen Woodin-Rodríguez 22:49

Big magic. Sometimes it's like somebody on a megaphone being like, "You want this!" And sometimes it's like a little whisper that you follow. But I always know what I want. Like, I remember when I got laid off I did like, all of the journaling, all of the post its, all of the things about what I want to do and like, who do I admire and what do I like about them? What is the threat in my career? I did all those things. And then when I sat down in silence, in the truth of my heart, you've always wanted to act. You did in high school. You love it. You feel the most alive there. So I did. I did a three year, four year acting conservatory training program, and now I act part time. I'm rehearsing a play right now. But anyways, number one is desire, right? What do you want? And then let's turn that into like, how might we make this happen? Given like that we live on planet Earth, and there are these career options for you, right? So we pair it with your ideal career profile. And then one of the things that I love to do is take imperfect action, right? I love the reflection that is really important. That is... I journal every day. I journal three pages every day. For New Year's resolution, I journal 70 pages. I love introspection and being in dialogue with myself. That is the first step. And then after you've done that, you have to, have to, have to take imperfect action. And what I mean by imperfect action, follow up with somebody. You want to set up a conversation, send the email, even if it's not perfect, even if it's a little wonky, right? Maybe we're doing a strategy where you're going to be posting on LinkedIn. Sure, I'll give you a template, but then just post it. It's fine. The world isn't going to end if it's kind of like a bad post, right? So you will learn so much more from doing the thing than from thinking about doing the thing. Yeah, so that's like, I will be on calls with clients. I'll give you one specific example, a student I'm working with. "How do I reach out to this person? I don't know." I'm like, "Great, let's write it down together." I gave her the script. She seemed a bit paralyzed. I was like, "Let's just do it now." We crafted it. We tailored it. All good. "Bye, Sandy. See you later." She comes back to me weeks later. She's like, "Karen, I haven't sent it. I'm just like, I don't know why I'm sitting on it." And you know what, I'm a great listener. I'm all about like, what is a talk track? Let's think through that. But then I was like, "Actually, just pull it up. Is it ready? Send it right now." You know, I'm like, "Just send it right now." She's like, "Oh my God." I was like, "Actually, share your screen and do it right now." She sends it out, and she, like, almost has a heart attack. And I'm like, "Oh, my, great. You did it. We can move on from this." And what was great about it, I saw her, like, three weeks later, and she's like, "Karen, guess what? I sat on that for weeks. Within two hours from sending it, the head of design responded to me, and we had a call."

Samantha Martin 25:42

Isn't that how it goes?

Karen Woodin-Rodríguez 25:43

And I was just like, "So, I love that. Listen, we can talk about strategy, we can talk about all the things, but ultimately, imperfect action." And I love to do that with my students. I'm like, "You haven't done it. Okay, let's do it right now." That's it. Sometimes, like we're busy professionals, like, sometimes I just need co-working sessions. You know what I mean?

Samantha Martin 26:01

Yeah. So you mentioned earlier, I had taken it back to when you were in high school and you were fulfilled. Is I think you said in all different areas, and then you said, and that's where you are now. Can you expand on how you feel fulfilled right now in all these different areas? Because if I'm understanding correctly, like in India, you were completely fulfilled in the career realm. And then you went through everything when you came back to Mexico. But now you're feeling like thoroughly fulfilled in all areas, acting, relationships, career, whatever it is, can you expand more on that?

Karen Woodin-Rodríguez 26:43

Yeah, I think what really attracted me to Happen To Your Career is, "What is the life that you want to live? And how can we find work that supports that?" And when I say that I'm fulfilled, that's kind of what I mean. I love working, oh my God. And I love working with people one on one. I love helping people achieve their dreams. I'm so passionate about that. And I love acting, and telling stories, and rehearsing plays, and auditioning for things. And I love traveling, which is why with my partner, we take at least one international trip a year. And I love having deep, meaningful relationships with my family members and my friends, which is why I'm moving to live closer to my aunts. So that's what I mean. Like, there's different parts of me that I'm tending to with these life choices that I've made. Does that make sense?

Samantha Martin 27:32

Yeah. So when you wrote like, work at Happen To Your Career in July, what was the whisper or the megaphone that you were hearing when you were like, "I want to work there." What was moving you towards that?

Karen Woodin-Rodríguez 27:45

Yeah. I think it was like multiple whispers coming from multiple directions. I think a big part of it was, so I think two. Number one, I was looking for growth. And growth for me looked like a new challenge and learning new things. You know, for the past almost five years, I've specialized in working with. I specialize in working with creative professionals who are transitioning careers into technology, specifically into product design or user experience design, which is designing the digital products that we use in our lives, Google Calendar, Zoom, etc. And I love that. I love love, love that. And also I started to get the itch of, "I want to learn something else." And I...

Samantha Martin 28:25

Is that the thing you were feeling in India?

Karen Woodin-Rodríguez 28:27

Yeah. Like, what also I want to do with this? And for me, I realized I love career coaching. I know that is the thing that I love to do. How can I grow and expand my impact? And for me, at Happen To Your Career, I was like, "Oh, how exciting would it be to work with people from, like, very different backgrounds", which I kind of did before, "but also who don't actually know where they want to go to." So I was like, "How can I help answer a more beautiful question?" And the more beautiful question is like, what actually I want to do with my life? And what is the role? And what does that look like? So that was exciting to me. And then number two, my favorite part about my previous role, in addition to working with students, was the coaches that I worked with. I learned so much from colleagues. And then speaking to two of the career coaches at Happen To Your Career, and then also listening to the content, listening to the audiobook, I just kind of had a feeling of like, "These are my people." I like what they believe. I like what they think, they're top notch. I think it'll be very good for me to be surrounded by people who are world class what they do. So that's what led me here.

Samantha Martin 29:30

Nice. I wanted to ask, you said you were working with people focusing on creatives, moving into user design, user research. Is that right? So what are like some examples of careers that the creatives had before they moved into?

Karen Woodin-Rodríguez 29:48

Yeah. So whenever I work in my previous role with clients, I use the term creative professional. But like, what even is that? I would say two things. Number one, literally, every single one of them says to me, "I want to be more creative in my career." And that tends to be like a defining thing of people who go into user experience design, not as much as for example, I was talking to one of my colleagues who coaches data analysts and data scientists. You know what they say. that they like to solve problems, and they love solving puzzles as kids. So I'm like, "Oh, these are different profiles", so that's their desire, and the careers they come from vary widely, everything from, obviously, graphic designers, architects, interior designers, psychologists, educators, people in marketing, sales, yeah, like, in quotations, the soft side of tech, right? The people who consider themselves empaths, who love creativity, who love building things, those are the people who I've primarily been working with over the past five years.

Samantha Martin 30:57

Okay, we talked about how you like to start breaking down your client's goals into their actual desires. So once you solve that with them, I guess that's the word, once you figure out what their true desire is to move forward, not what's your process, but what's your favorite parts of the process, or what do you like to focus on? Or...

Karen Woodin-Rodríguez 31:20

I'll tell you an example. Yeah. So we have an idea, right, which is your ideal career? Well, it's not even that, it's before that. It's like, what do you want? And then we're like, what does that look like in the real world? Like, does this exist? How might it exist? How might we breathe it into existence? And then we'll form hypotheses around that. So for example, "Oh, maybe I can work remotely for a company like YouTube. Maybe I can be a content designer. Maybe..." so we look at specific roles, like, what roles exist at what companies that might fit into... we're just going to make us an assumption. And then what I love is having people talk to the humans in the positions that they think they want. So I'll give you an example. My partner, she works in sales at Amazon, and I've been coaching user experience designers. So she would listen to my conversations to get really curious. And then I looked at her and said, "Actually, you would be great at user research. Oh, my God, you would love it." And she got very curious about it. She started reading books. I know people who work in UX research. I was like, "I want you to talk to Caleb and Edith, to all my friends. Just ask them about what they do, their day to day. See if it's exciting to you." She did. And she left those conversations being like, "Oh my god, I love it. Who else? What else do I do?" Right? And then that led to like, okay, this does align. This is what I want to do. Then what? So then she asked people in the industry, "how do I learn?" And they were all like, "Oh, a Nielsen Norman Group is really the standard." So then she took a course, and then she's very lucky that she works at a company that at Amazon, they have something called subject matter expertise, which, every year you need to do a project that is outside of your area of expertise, outside of your team, and like, become an expert at it. Her team actually was developed that way, so she's doing that, and now she's on path for promotion to then get the role of user experience researcher. So I love that story, and that's I'm like, let's test it.

Samantha Martin 33:20

So what she did is, we like to call test driving conversations. So like having conversations with the people that you knew in the industry that she was interested in, the role that she was interested in. But I also wanted to say, it kind of goes to show that sometimes the people around us that are closest to us know us, not a little more than we know ourselves, maybe a little better than we know ourselves, but like, can help us figure out what fits us. And we can go to them and say, like, "What am I good at?" You know, all those types of questions. And we, I know our clients use that a lot, because they don't realize some of the things that their closest people in their life realize about them that can be so helpful when they're trying to figure out what their next step is, so that's an interesting example of that, because you were like, "Hey, you..."

Karen Woodin-Rodríguez 34:04

"You. You would be good at this." Yeah, that is so true. Like our friends. Another question to ask yourself is, what do your friends come to you for? What is it that they're like... All my friends like careers, interviews, help me with my resume, my LinkedIn profile, because I know I'm very good at that. What do your friends come to you for? And maybe there's good information there, maybe not. But in this case, there was. I was like, you'd be great at this, and now she's changed your career. So that's great. So one last thing I'll say is, if you're listening to this and you've been having this whisper that you want to change, that something's not working, that this isn't the career that you want, that there's something bigger or better, or just a better fit or more aligned for you, I just want to say that you're not crazy. It exists. It's there. How you go about it is different thing. But I just want you to know that you're not crazy and that what you're feeling is real and it's true and it's valid. And what I want for you is that you honor that, and you go after that.

Scott Anthony Barlow 35:16

Most of the episodes you've heard on Happen To Your Career showcase stories of people that have taken the steps to identify and land careers that they are absolutely enamored with, that match their strengths, and are really what they want in their lives. If that's something that you're ready to begin taking steps towards, that's awesome. And we want to figure out how we can help. So here's what I would suggest. Take the next five seconds to open up your email app and email me directly. I'm gonna give you my personal email address, scott@happentoyourcareer.com. Just email me and put 'Conversation' in the subject line. And when you do that, I'll introduce you to someone on our team who can have a super informal conversation with and we'll figure out the very best type of help for you, whatever that looks like. And the very best way that we can support you to make it happen. So send me an email right now with 'Conversation' in the subject line.

Scott Anthony Barlow 36:09

Here's a sneak peek into what we have coming up in store for you next week.

Scott Anthony Barlow 36:14

I've started five businesses. Two of them are dismal failures, and three of them profitable and successful. Consequently, every single day I get questions about starting businesses from clients, from people at the coffee shop. Questions like, ""How long does it take? When should I take the leap to full time? What's a good amount to have in savings?" And I answer these, but honestly, most of the questions that I get asked are the wrong questions. In this episode, I give you better questions to ask when you're interested in starting a business on the side and potentially taking it full time. And more importantly, what most people never think to ask.

Scott Anthony Barlow 36:53

All that and plenty more next week right here on Happen To Your Career. Make sure that you don't miss it, and if you haven't already, click subscribe on your podcast player, so that you can download this podcast in your sleep, and you get it automatically, even the bonus episodes every single week, sometimes multiple times a week, until next week. Adios, I'm out.

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Write Networking Emails That Get Responses 💯 for Test Drive Conversations

on this episode

Why are your networking emails and connection messages being ignored? Is it the wording? The timing? Or are they just blending into the sea of AI-generated pitches and spam flooding inboxes every day?

It’s no secret that reaching out to someone whether on LinkedIn, via email, or another platform, has become harder than ever. People are more skeptical, and generic messages are quickly dismissed as spam. But making the right connection can open doors to new opportunities, insights, and even career (and life) changing conversations.

So, how do you write a networking email or LinkedIn message that actually gets a response? It comes down to three key elements:

  1. Lead with emotional connection to create familiarity.
  2. Clearly state who you are and why you’re reaching out.
  3. Make a simple ask they can easily say ‘yes’ to.

Let’s break down each part in detail.

1. Lead with Emotional Connection

The first line of your message is crucial—it determines whether the recipient will keep reading or move on. If it doesn’t connect emotionally, it might get lost in the sea of generic messages.

To make your message stand out, show them that you’ve taken the time to learn about them, their work, and what they care about. Avoid generic lines like:

  • “Your experience looks interesting.”
  • “I’d love to connect.”
  • “I think it’s amazing what you do.”

Instead, find an authentic emotional thread that creates a real connection. Here are some common ways to do this:

  • Geography: You both live in or have lived in the same city.
  • School: You attended the same university or studied a similar major.
  • Career Change: They made a career pivot you’re considering.
  • Causes & Volunteering: You share a passion for a nonprofit or cause.
  • Former Company: You worked at the same company, even at different times.
  • Personal Interests: Their profile mentions something like being a parent, a dog lover, or a sports fan.
Example of a Weak First Line

“Hi Laura, I came across your content, it’s powerful & I’d love to connect.”

Example of a Strong First Line

“Hi Laura, I see that you used to volunteer with HOHMSPN. I attended one of their webinars last week, and their mission speaks to me as a military spouse working to piece together my career.”

By making the first line relevant and specific, you immediately show that your message isn’t just a copy-paste request.

2. Who You Are & Why You’re Reaching Out

Once you’ve captured their attention, clearly explain who you are and your purpose for reaching out. The key is to be direct, specific, and avoid sounding like you’re just “expanding your network.”

Instead of vague networking requests, position your outreach as a focused effort to learn from their experience. A simple structure is:

  • Who you are: “I’m in the middle of a career change and exploring [industry/role].”
  • Why them: “I saw that you transitioned from [field] to [field], and I’d love to learn about your experience.”
Example of a Weak Explanation

“I wanted to connect with you because I saw you’re a coach and I think it’s amazing what you do.”

Example of a Strong Explanation

“Hi Laura, I see you’ve worked for Fullstack Academy and HTYC as a Career Coach. Right now, I’m researching companies that hire career coaches vs. stepping out on my own.”

This version makes it clear why you’re reaching out, making it more compelling for the recipient to engage.

3. The Simple Ask

The final piece of your message is the ask—and this is where many people go wrong. The best asks are:

  • Specific (so they know exactly what you’re looking for).
  • Easy to say yes to (low time commitment, straightforward request).
  • Clearly stated (don’t bury it in a long paragraph).
Weak Ask

“I’d love to pick your brain sometime and hear your thoughts.”

Strong Ask

“Would you be open to a quick 15-minute chat about your experience transitioning into data analytics?”

This makes it easy for them to say “yes” because they know what’s expected and that it won’t take up too much of their time.

Common Networking Message Mistakes

To make your outreach more effective, avoid these common pitfalls:

  1. Too Wordy – Keep it short and to the point.
  2. Too Much Information – Don’t spill your entire career story in the first message.
  3. Too Generic – If your message could be sent to 100 other people, it won’t stand out.
  4. Too Formal – Write how you naturally speak. Keep it conversational.
  5. Burying the Ask – Make sure your ask is clear and easy to find.

Final Thoughts

A great networking message is about making a real connection, being intentional, and making it easy for the recipient to respond. By leading with an emotional connection, clearly stating why you’re reaching out, and making a simple ask, you’ll significantly increase your chances of getting a response.

So, before you hit send, ask yourself: Does this message feel personal, purposeful, and easy to respond to? If the answer is yes, you’re on the right track!

Introduction 00:05

This is the Happen To Your Career podcast with Scott Anthony Barlow. We hope you stop doing work that doesn't fit you, figure out what does, and make it happen. We help you define the work that is unapologetically you, and then go get it. If you feel like you were meant for more, and you're ready to make a change, keep listening. Here's Scott. Here's Scott. Here's Scott.

Scott Anthony Barlow 00:29

If you've sent any kind of networking or connection emails in the last year, you might wonder, why are they being ignored? Why are you not getting responses? Is it the wording? Is it the timing? Or is it simply that they're getting lost in a flood of AI generated pitches and spam? When I first started this podcast, way back in 2013, LinkedIn was the go to place to connect with someone about your career. And while it's still possible to connect with people there, the landscape has drastically changed. People are now much more skeptical when it comes to their LinkedIn messages, thanks to the overwhelming number of sales pitches that are flooding them constantly, and also with the influx of AI. That's the case on almost every platform on the internet. So here's what we're gonna do today in this podcast, we're gonna walk through the best ways to identify the right place to reach out to someone, whether it's LinkedIn, email, another platform, and then how to craft a message that maximizes your chances of building a meaningful connection right from the start.

Scott Anthony Barlow 01:36

When it comes to reaching out to people with the purpose of exploring the new industry or role or a company, the most common term you hear is networking, of course, but we like to focus on this in a different way, shock and surprise, right? Here at Happen To Your Career, instead, we refer to this step of the career change process as test driving conversations, and it's part of the experimentation stage when you're trying to determine what makes an amazing fit for you. So before we jump in, I just want to quickly explain the difference. Networking and test driving conversations can both involve connecting with others, but they come at it from very different angles. Networking often is either just for the purpose of connecting, or it's for a transactional purpose, a very focused purpose, a means to an end, expanding your professional circle or unlocking career opportunities.

Scott Anthony Barlow 02:35

So what are test driving conversations? They're much more about exploration and discovery. You're not pushing for anything right away. Your goal is to have a low pressure conversation to simply learn if there is a fit in whatever area it is that you're exploring, whether it's the people, whether it is the organization, whether it is the type of role that you're investigating. The perfect way to approach someone without the expectation of immediate outcome. That's the additional benefit. And then they can spark genuine connections that might lead in the future to somewhere unexpected. But we don't want to expect that. Okay, so we go into this much more in detail in a past episode, which we'll link in the show notes here.

Scott Anthony Barlow 03:20

Let's discuss a question that most people never ask. Where should you connect with someone? Most people automatically assume it should be LinkedIn. But is it? After all, LinkedIn is flooded, inboxes are overwhelmed. And if the person you are trying to connect with has 1000s of followers on any social media, chances are, their feeds are filled with pitches too. So what's the solution here? And as you can imagine, there's no easy answer. Often, when we're working behind the scenes with clients, we are looking at every single situation on a case by case basis. But one general rule that you can use is it's all about meeting people where they are, where they're spending their time, where they're already giving their attention to. You need to figure out what they care about and where they're most active. Sometimes that's LinkedIn. Sometimes email is going to be the best way. Sometimes it might be through another type of social, like Instagram or Facebook, or even contacting them through their personal website. The key is understanding where you're most likely to get the best response, and giving some kind of thought into where are you going to get the best response. So I want to give you a couple examples as we go along here. Reaching out on text could be effective in some cases, but let's be honest, in certain situations, it could also feel intrusive or creepy, depending on what the context is. So always think about the environment that you're entering here. Be sure to connect with them in a space that feels comfortable and natural. The goal here is to reach out in a way that aligns with how they engage, wherever they engage, that's going to make them feel much more comfortable. So keep that part in mind as we go here. But if they're on Instagram or Facebook or LinkedIn or X or what about even if they have a page or write a continuous post on Medium, YouTube channel, something else. Google, by the way, is going to be your very simple best friend to figure out what places they are active online. On LinkedIn, specifically, when you search for them, you can actually pull up all the activity that is referenced by them. You can't see their individual messages, obviously, that other people have sent them or they've interacted with behind the scenes, but you can see the public activity, and this will at least start to give you a clue as to "is this an area that they are responsive on?" Okay, so you can do the same thing for other avenues too. Here's a recent example from someone that we were working with and helping them to understand, you know, where somebody is active. We learned that the individual they were trying to get in contact with had spent quite a bit of time posting on Medium, you know, had, you know, maybe 8 or 10 posts on there, and not long or not short posts either, these were pretty extensive. So clearly, this individual had put some time into it, and it was semi-recent. So if I wanted to build a relationship with this individual, then I'm gonna go to a place where they've already put time and effort in because that heightens the indication that there's some level of emotional connection in that particular place. So I'm gonna go read through and I'm gonna make a comment and just interact with them in a way that is useful on their Medium page. Okay, so here's what that looks like in that case. Read through all of their articles and share the parts that I loved in particular, and thanked them for, you know, putting those posts together. Did we comment on every single article? No, just choose one and make references that read the others too. Now, here's something that is important. You can't just do this as a tactic. You have to actually mean it. If I read all those articles, and I hated every minute of it,definitely not going to do this. We all have built in BS meters that will go off like crazy if we see that somebody is not being genuine. So this, of course, comes from many years of evolution, and it still works well today, so we can't fake this. Okay, if you can't find where somebody is active anywhere online, you may have to jump into the next level of sleuthing, which might be a scavenger hunt of figuring out what is their email address. And you can try formatting for how their company uses email addresses, you know, maybe it's the first-dot-lastname@company.com maybe it's first-initial@lastname@company.com usually you can find other people's email addresses, and this type of detective work can be really useful. But when we're doing this work, again, behind the scenes, we're using tools like Hunter.io or BeenVerified.com and then that helps us minimize some of the detective work by providing more reliable contact information than those email addresses for us. You don't have to do that, but I want to just expose you to there's a variety of methods out there in order to be able to reach the people that you want to reach here. And the other thing here is you can engineer familiarity and engineering familiarity becomes a really helpful strategy. For example, if I come across somebody the first time, and I've never heard that person's name or seen their image before, then it's going to be unfamiliar. However, if I come across them again a few days later, if I'm not thinking about it very hard, then my unconscious is going to think that there's something familiar with that which that actual activity tends to lend an additional amount of trust. Okay, so I don't want you to misuse this instead. We do want to use this for good in order to build relationships. But I want you to recognize that when people see your name in more than one place as or multiple times over, then the more familiar they become with it, which makes you feel like less of a stranger. Okay, so what you might do is contact them in two different places spread out over a short period of time. This might be sending them a LinkedIn connection request and then emailing them later. It might be commenting on their Medium article and then a few days later, sending them a message on LinkedIn. Okay, all of the research and sleuthing, once we've done that, this takes us to the tactical side, which is the reach out itself. So we found them. We know the best place to contact them. Now, how do you actually contact them? What do you say? What do you put into the message? I want to give you a general formula that works very, very well overall here. When the purpose is, and it has to be for this purpose, if it's for a different purpose, this is not going to be effective for you. When the purpose is for test driving conversations or exploration phase, the goal here is to be able to get to a place where we can have an actual conversation, build the beginnings of a relationship, but more importantly, begin to learn something that's useful in your career change or career fit process. So that's why we call this the experimentation phase overall. So part number one, let's dive into each part here, and then I'll come back and define it for you. Part number one is led with emotional connection to create familiarity. Part two is share who you are and answer the question, "why are you reaching out." Part three is the simple ask that they can say "yes" to.

Scott Anthony Barlow 11:14

Okay, number one, leading with emotional connection. The first line of your message, it's crucial. It's your chance to grab their attention, and if it doesn't connect, either rationally or emotionally, it's going to get lost in the sea of other people sending very generic messages. So if this first line doesn't work, it's likely they'll never even see the second line. They'll never make it that far. Okay, the stronger the emotional relevance in that first line, the more likely your message is going to stand out and the more effective it's going to be. This is the line where you show them that you've taken the time to learn about them, their work and what they care about. That's the opposite of what spam is doing, right? Spam is unsolicited, unrelevant, not wanted, all of those things, right? So here's what all the messages in my inbox sound like. "Scott, your experience looks interesting." It's just so generic that it could be anyone versus that customized personal connection. So I want to share a couple of other examples here that Laura, who is a coach on our team, she shared with me just by literally pulling some things out of her LinkedIn inbox here. This one says, "Hi, Laura, I came across your content. It's powerful, and I'd love to connect." This other one says, "Hey, Laura, I wanted to connect with you because I saw that you're a coach, and I think it's amazing what you do." That's great and not very specific, and certainly really doesn't create much of an emotional connection, especially when giving messages like this constantly. It doesn't show that the person made any effort to get to know Laura. Maybe they scanned a profile for all of three seconds. Maybe not even that. The best connection is finding that commonality, finding that particularly emotional commonality and thread, whether it's a shared experience or a common interest, maybe you both went to the same school, maybe their work resonated with something that you're going through right now. How about that for an emotional connection? Here are a few ideas to get you started on where you might find some commonalities. This could be geography. You're both in the same city, you're originally from that city, used to live in the same place. This will create familiarity. Sometimes it takes an extra degree in order to make an additional emotional connection. Another example would be school. Alumni of the same university, perhaps even the same degree or same school within the university. Could be a career change. Maybe this person made a dramatic career pivot, maybe that's part of their story. Maybe some of the changes that you can see along the way are relevant to you as well. Okay, another area could be a volunteer cause or a, well, let's just call it a cause that they care about. You have a commonality and desire to help this population, or you volunteered in a similar capacity. Maybe it's a former company. You both used to work for the same organization. For example, you know, I used to leverage this. I used to work for Target. Target was a phenomenal organization for me to work for. I had a great experience there, and I found that many other people have too. Not everybody in the world, but many people have. And so that's something that I share. Could be something else, of course, that they mentioned in their profile, their about section might reveal being a parent, maybe they have pets, they're a dog parent, a football fan of your favorite team, maybe something else that creates that trust, familiarity, connection in an emotional way. By showing you understand their journey and care about their perspective, you're building a real, meaningful connection from the very start, and that's what's going to get their attention.

Scott Anthony Barlow 15:03

Okay, part number two in our formula here. Who are you? Why on earth are you reaching out? This next part of the message is about explaining who you are in a way that directly ties into why you're reaching out to them. We have to answer those questions really quick because, as humans, we're constantly scanning, like, what is the relevant thing to me? Why is this even happening? What is going on here? That is something that we always looking for. So if we even just answer those questions up front, it makes it easy for them to focus on the connection part, right? Which then allows them to focus on the ask part, which we'll talk about here in a minute. The key here is to be clear, specific, and make sure they know you're not just another person looking to network or connect or expand their circle. Oh, my goodness, if I get another email that says, "I'm looking to expand my circle", you have actually a focused purpose that is, in fact, relevant to them, maybe even useful to them. The "who you are" part that was relevant to them, might mention that you're in the middle of a career change and you're wanting to learn more about their particular role because they've had experience there. Or it might just be that you're not just reaching out for a vague network reason, instead, you're making an effort to understand a space better, like an industry, or like a particular organization, maybe they have background or experience that aligns with your goals. You've done your research. You're indicating this here in this section. And by the way, when we say this section, we're often talking about a line or two. We're making it very simple. We'll come back to that here in a minute. Using language that shows intentionality is important here, for example, "I saw that you" versus "I found that you". This is where we can leverage language that shows intentionality and shows forethought as well, which creates a more valuable message. For example, saying, "I saw that you" or "I found that you", I prefer saw because it tends to be more informal in conversation. But either way, can work in certain circumstances. It shows that you've taken the time to look at their background, it lets them know why you specifically think they are the right person that you're trying to connect with and engage with. For example, it might be, "I saw that you transitioned in the day to analytics after a background in education, and I'm currently exploring whether it's the right path for me."

Scott Anthony Barlow 17:30

All right, let's go on to part number three, the ask. Finally, last but definitely not least, maybe most important, but the other two parts set this up so it can be successful. Always end with a direct, clear ask. It's got to be simple. Most importantly, it has to be easy to say "yes" to. Sometimes there can be so much thought that goes into making it easy to say "yes" to and reducing cognitive friction, whether it's asking for a 15 minute chat, a piece of advice, or insights about their journey, we have to make it easy for them to do or say "yes" to no matter what it is. Okay, what I'd like to do now is I want to go over some specific examples of how to craft a message. Let's go back to some of Laura's LinkedIn messages earlier. "Hi Laura, I came across your content. It's powerful and I'd love to connect." Okay, pretty generic, right? Complimentary, but pretty generic and unspecific. And it's powerful, is a powerful word, but it's not particularly emotionally connecting without additional context. So here's a better example. "Hi, Laura. I saw that you worked for Full Stack Academy and HTYC as a career coach. Right now, I'm researching companies that hire career coaches versus stepping out on my own." Okay, now that becomes much more relevant to Laura, right? Here's the other one that we talked about. "Hey, Laura. I wanted to connect with you because I saw that you're a coach, and think it's amazing what you do. Blah, blah, blah". All right, better example for that might be and here's how we can make it better. "Hi, Laura, I see that you used to volunteer with Homespun. I attended one of their webinars last week, and their mission speaks to me as a military spouse working to piece together their career." Okay, much more relevant. And we are signaling to, in this case, Laura, that we have a whole bunch of information about it for something that she likely has a connection with. Very, very different results, right? And this is just part number one. As you can imagine, this can take a little bit of time and energy to be able to put together. It takes some forethought, but they help the receiver know precisely that you took the time and energy to get to know them, which means that if you're showing care and you're showing relevance, there's a higher chance that they might reciprocate, right? In a moment, I'm going to show you some actual messages that our clients had worked on behind the scenes, and then we've worked with them to be able to improve and turn it into a much more effective message. But before we do that, I want you to be able to listen for some of the common problems and look for those common problems so that you can recognize them as we're going along.

Scott Anthony Barlow 20:30

Number one, too wordy. Nobody wants to read a long message. Not for the sake of reading a long message, keeping it short and sweet, concise is important. We want to be able to grab their attention in as few as words possible and get to the point without overwhelming them. How long? Well, as long as that takes, and a lot of times it can be shorter than most people think. The second mistake is too much information. We don't need to share everything right away. We need to share just enough. Keep it focused. Leave room for a conversation. Let them ask follow ups if they're interested. Number three here, is it too generic? Could it be sent to anyone? This is the, "your message is powerful or whatever". If your message could be copy and pasted to 100 other people or even two other people, it's probably not personal enough. Take a minute to show that you've researched them, you understand them, it's creating relevance, you're a real person reaching out. Another area that people struggle with is making things too formal. There can be certain occasions to make it formal, but most of the time, I want you to write how you talk. A message that sounds like a stiff letter is not going to connect. It's going to come across as weird. And we want to keep it conversational and approachable, like you're talking to a friend. Again, there's exceptions, you know, certain academic professions, you know, there could be exceptions, and depending on what is the context in the modality in which we're contacting somebody. But other than that example, the general rule is we are trying to build relationships, which means we are conversing. We're talking to friends, new friends. The ask at the end, if that is buried, then that's going to be a challenge. So number five is make sure that your ask is easy to find instead. Don't hide it at the end of a long message, make it clear, simple and easy for them to say "yes" to. All right, let's look at a few of these messages here. This first message, "Hi, Tamara. I hope my unfamiliar name in your inbox sparked the curiosity and not your desire to resign this email to the spam folder. I genuinely am seeking to connect. I found your LinkedIn profile when I was searching for information on what it is like to working in the Customer Success field. I saw that you have experience and strategies supporting organizations to enhance their digital experiences. On top of that, your post on LinkedIn shows that you have enthusiasm for what you do. I currently work as a store manager for a big box retailer, leading the team of 115 people. I'm at a crossroads in my career, and I'm starting to do some high level research on adjacent roles. I feel privileged to hear more about your experience working as a customer success manager or other insights you have. Would you be open to having a 15 minute call? I've got a few pointed questions about customer success in the software as a service industry, and would love to hear a little more detail about your experience thus far in the role. If yes, I will make it as easy as possible to find a time that works for you with gratitude and appreciation." Okay, what do you notice about this? First of all, it is very long. It is very long. And we're not talking... when we say long, we're not actually as much talking about the length, we're talking about it has enough unrelevant or not useful items in it to make it feel long, right? Okay, let's go over the improved message here. What you'll notice is it is functionally a lot shorter. We've eliminated a lot of the pieces that are either obvious or not adding value. We eliminated entire sections, in fact. So instead, here was what we came with. Improved message says, "I hope my unfamiliar name in your inbox sparked your curiosity, and they don't end up in spam, winky face", which already feels much more conversational, right? "I found your profile when I was searching for information on what is like working in customer success field. I saw that you currently work at Shutterfly in a CS role. I constantly use Shutterfly, so I was intrigued about your work there. I currently work as a store manager for a big box retailer, leading a team of 115 people. I'm at a crossroads in my career and starting to do some high level research on adjacent roles. I'd love to hear more about your experience working as a customer success manager, or any other insights you have." And here's the ask, "Would you be open to having a 15 minute call? If yes, I'll make it as easy as possible to schedule. Thanks." All right, so we've taken out massive sections. The other changes. Let's go over what changed here. Removed, "I am genuinely seeking to connect." This is kind of like an inside joke, almost. Or when somebody tells an inside joke, if they're not on the inside, it's not funny. It should be obvious to those people. And that same concept transferred over to here, not about joking, this is not a joking manner, if it's not already obvious that you're genuinely seeking to connect, then you've lost that person. You don't want to have to explain that you're genuinely seeking to connect, just like you don't want to have to explain that you're telling an inside joke. Instantly, no longer useful. We take out the word LinkedIn. If we're messaging them on LinkedIn, it's obvious that we're using LinkedIn. Okay, so there's all kinds of small pieces there. We're just removing the pieces that are irrelevant. Okay, "what is it like in customer success supporting organizations?" This is missing specifics. We needed something to show that this message is intentional for the person, like, in this case, the company name, and then we show our emotional attachment to that company. We don't know for sure if this person has any kind of emotional attachment to Shutterfly, but Shutterfly is an organization that has a lot of raving fans that also work there. Okay, "I'd feel privileged to" this can be great in certain circumstances, but it tends to feel very formal. If this is how you talk, and it's pretty likely that the other person will receive it in the same way that you talk, then I would say, go ahead with it. And that might be an indication. Otherwise, this feels incredibly formal. If this isn't something you wouldn't say out loud, then let's omit it. Let's get rid of it. Write how you talk, not how you write. The ask, originally, was way too long, so long. We simplified it so that it's clear and concise and not buried amongst other paragraphs. The ask is simple. "Would you be open to having a 15 minute call?" By the way, in this case, we're asking for 15 minutes because that's something that somebody can say "yes" to. It's easy to answer. And what we're not doing here is dumping, we're not saying, "just tell me a time that you can do and I will make it happen." That can work, but now, if I've asked that type of question, and that's now my ask, then I'm putting all that cognitive friction onto the other person. They have to look at their schedule, they have to think through what's going to be a good time for them, and it seems like we're making it easier on them, but in actuality, we're dumping up a lot of decisions onto them. Decisions create cognitive friction. So what is a better decision that they can simply say "yes" to? "Would you be open to having a 15 minute call?" "Yeah, sure. I'm open, especially if you're telling me you're gonna make it easy on me." Done. All I have to do is respond and say, "yes". Okay, we shrunk this message by about a third. Makes it more digestible. It's easier to read.

Scott Anthony Barlow 28:16

Could we continue to improve this even further? Yeah, absolutely, there's opportunity. But let's go on to another one, another example here. All right, so this one, and read it out here first says, "Greetings, Gene. I hope you do not mind me reaching out, but I saw your profile on LinkedIn, which led me to your portfolio, which is impressive. I saw that we both live in Charlotte, North Carolina area, and have a background in mechanical engineering. I'm researching different careers, sort of an experiment to understand if they might be a good next step for me professionally. Would you be willing to spare 20 minutes to connect so we can discuss your experience as a data analyst? Please understand I'm not looking... I'm not asking for help getting a job. I'm trying to learn about your experience and the role to understand it better from someone who has walked some miles in those shoes. I would appreciate any time and experiences you can share. Thank you." Okay, what can we improve here? Well, we can certainly make it more specific here. Let's look at the improved version here, and then we can analyze what changed. We changed it to "Hi Gene, I found your profile on LinkedIn, which led me to put your portfolio. I enjoyed reviewing your fraud detection projection" Whew, that's a mouthful, "done in SQL. I recently completed a SQL course, so seeing new angles of projects gets me thinking outside the box. I'm also located in the Charlotte, North Carolina area, and have a background in mechanical engineering. I'm researching different careers, sort of an experiment, to understand if it might be a good next step for me professionally. Would you be willing to share your experiences as a data analyst on a 15 minute call? If yes, I'll make it easy to find a time to connect by a zoom or a phone. Thank you. Timothy." Okay, what changed? Well, we changed to a much more informal greeting. If you remember it said "Greetings Gene" which I mean, could be a strategy to if we need to get a laugh or something like that, but I don't think that was going to be effective in this case. So we changed to an informal greeting that is more how this person would speak, like, "Hey or Hi," and we removed the part about, "do not mind me reaching out" and "impressive portfolio". As not only is this language is overused, it sounds robotic, it sounds AI generated, and it sounds like a start to a sales spammy message. This first line is critical. You've got to create connection, commonality, or rapport in one way or another. It's even better if we can level up and find an emotional connection too. Okay, so we changed the word "saw" to "found". "Found", in this case, can even level up. We talked about that briefly in being intentional in saying "saw" or "found", but in this case, we could actually show additional intentionality in certain cases. "Found" can imply more intentionality in certain cases, perception wise. Simple words can make a big, big difference. This, by the way, is when you've done this a lot, you start to see what works over and over again and see what creates better and better results. And you notice observationally, those different pieces, or you can pull in other psychological practices, or even, you know, marketing practices or sales practices that involve psychology, and you can leverage those in this type of reach out messaging too. Okay, another thing that we did here, we changed the impressive portfolio to show a more specific aspect about what was impressive. And in this case, what we're doing is we're showing... We actually took the time to dive into their portfolio by showcasing those specifics. We also changed "please understand that I am not asking for help" this sounds pretty formal and could be useful, but this is often better saved for the second email. I don't think it's really useful in the first email after they say "yes", this could be mentioned in that second email, or it could be mentioned once you're actually having a conversation with them too, "Hey, I want you to understand I'm actually not here asking for help. I'm not asking for a job. That's not my intention here. I truly want to learn. I truly am interested in learning so that I can find the right fit." By the way, we also eliminated "to spare". It sounds a little awkward. Took this out to simplify our ask where it had said, "Would you be willing to spare 20 minutes?" Yeah, we took that out. And then we clarified call or zoom so it makes it obvious that we're not meeting in person, because if we're in the same town, then that could be confusing. And we also want to try and make it easier. Sometimes, it can be relevant to ask for a meeting in person. This one not the case. We also show that we want to make it easy and low mental lift. So again, we're making it easy for them to say "yes" here by asking, "Would you be willing to share your experiences as a data analyst on a 15 minute call? If yes, I'll make it easy to find time to connect by zoom or phone." All of that is built in. We didn't have to have a separate thing saying, "Oh yeah, we totally, you know, could do a zoom or a phone" or anything like that. It's literally built into those two lines. We don't have to include extra words. Here's what didn't change. We didn't change "Charlotte, North Carolina" because we're leveraging geography to show a connection to this person, and proximity of location can also build trust. We also didn't change "researching different careers" this gives context, as we talked about earlier.

Scott Anthony Barlow 34:00

All right, I want to share another important piece here, particularly for LinkedIn. LinkedIn, the way that you engage over there is often you are requesting a connection, and inside that connection request, you are given the option to add a note, and this is a must use. So many sales users on LinkedIn write a generic message that gets ignored or they send no message at all, they simply send a request, this is your opportunity to stand out by creating a customized and compelling message that gets you to be set up for a "yes" in certainly accepting your request, but maybe a later "yes" too, in being able to connect at a different level with this person. You have to keep this below 200 characters at this point in time when I'm recording this, they have it set at that limit, and your only goal here is to get them to accept the connection. You don't need to put in tons of other information. You don't need to, that's not a space to ask for a conversation. Instead, you can leave that for the following message if they do, in fact, accept, but you want to get to the point where they can accept the message request and then build in a little bit of context if you're going to continue to interact with them. All right, so I want to show you an example here. We took this original where John had said, "Hey, Karina. Greetings, Karina. I like the work you did on your GitHub portfolio. Thank you for sharing it on your profile. Will you mind connecting with me on LinkedIn for network building with other data analysts and enthusiasts? If not, no worries. Have a great evening. Respectfully." Okay, this is okay. It's not terrible. It's not particularly specific in a lot of different areas, but it does provide a little bit of context for reference. Building, you know, building network with other data analysts and enthusiasts. But we want something that's great, not just okay. So the improved message would sound like, "Hi, Karina. I saw your profile that you pivoted from teaching to data analytics. That is awesome. Would love to connect as I'm making a similar switch from HR to data analytics." That's it. Super short, right? We reworked the first sentence to be less generic. Originally it said "I liked the work that you did on your GitHub portfolio. Thank you for sharing it on your profile." Sounds robotic, right? And it also we now are showing that we did our homework. We understand a bit about them and their story, and we show the instantly within that first line the "why them", which in this case, is making a similar career switch to what this person is. We made the message more brief to fit the character limits, and we took out the "respectfully" to be less formal and instead make it more conversational.

Scott Anthony Barlow 36:53

So there you have it. These are some of the most effective strategies for crafting a reach out message and even a formula that actually gets noticed. And I hope the examples were particularly helpful here. The key is emotional connection, clear intent, keeping it simple. If you take the time to understand the person that you're reaching out to and show genuine interest, key point being genuine, and then also make it easy for them to say "yes", you're already ahead of the game, and it's much more likely that they might show genuine interest in you and reciprocate. The best part of this approach is you're not just freaking networking. Does anybody really actually want to just freaking network? We're actually test driving. We are building real relationships. We're building meaningful, genuine connections that can help you explore new opportunities and grow, and maybe you have the opportunity to help that person in the future too. Who knows where this is going to lead for both of you.

Scott Anthony Barlow 37:50

If you found this episode helpful, by the way, we'd really appreciate it if you would share it with somebody else who you think could benefit. And if you're thinking about making a change in your career and you want to see if we can help or the very best way that we can support you, here's what I want you to do. Just pick up your phone right now and email me directly, Scott@happentoyourcareer.com, you can put 'Conversation' in the subject line, and then I'll connect you with the right person on my team, and we can figure out the very best way that we can support you and help build a plan that's going to fit what you need.

Scott Anthony Barlow 38:28

All right, here's what's coming up next week right here on Happen To Your Career.

Speaker 2 38:33

You know, when a chapter is over, you're like, "I have learned everything that I can learn from this experience, and I wanted to go home." And I just had this calling of like, "I think I've learned everything I need to learn."

Scott Anthony Barlow 38:45

What should my next step be? It's the question we hear over and over from people wanting to make the shift to more fulfilling work. But here's the truth, it's actually the wrong question to ask. True fulfillment doesn't come from following a step-by-step guide. Surprise! There's no one-size-fits-all checklist to get a perfectly fulfilling career. Because real fulfillment, well, turns out, it's different for everyone. Okay, this is probably not a massive surprise to you if you've listened to this podcast before. It's not an external process that you have to get through, it starts with you. So instead of starting with, "What should I do next?" Ask yourself, "What do I actually want?" That simple shift could change everything.

Scott Anthony Barlow 39:31

All that and plenty more next week right here on Happen To Your Career. Make sure that you don't miss it, and if you haven't already, click subscribe on your podcast player, so that you can download this podcast in your sleep, and you get it automatically, even the bonus episodes every single week, sometimes multiple times a week, until next week. Adios, I'm out.

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The Secret to Effectively Job Searching in 2025

on this episode

In 2025 a lot of people are struggling to even get interviews, its a competitive market, and standing out feels harder than ever.

You might think if you could just get an interview or talk to the hiring manager, you’d absolutely crush it. And maybe you would. But what if I told you all that effort could be a waste of time

There’s one thing you need to do first, and once you do, everything else will become easier — no matter how tough the job market is.

(Shockingly 😉) It’s not just convincing the hiring manager or recruiter that you’re the absolute perfect candidate or fit for that role. There’s not just one secret Jedi mind trick that will make them choose you.

So what matters most in your job search?

I’ll answer that question with a question.

What’s one thing that can make handling a crisis, parenting, and job searching easier?

Yep, there is a link! Stay with me here…

If you’ve ever been in an emergency situation you know how chaotic it can be.

I’ve had to call 911 more times than the average person, so I know the feeling.

Luckily I’ve gone through many emergency trainings thanks to my days in corporate leadership. The thing they repeatedly tell you is that in an emergency, you have to be specific. People are panicking, and if you just scream “HELP! HELP!” that doesn’t actually help anyone.

You have to give clear, specific instructions – “You in the blue shirt call 911, you in the corner, bring me a towel, Amanda grab the AED” You have to be extremely clear about what you want and need in that situation.

In fact, knowing what you want and being extremely clear is the best way to get what you want in most situations.

If you have kids you are probably intimately familiar with this strategy.

If I tell my son Camden, “I need you to clean up after dinner” there are a lot of details that he can fill in himself – Maybe he will clean up in an hour, maybe he’ll just toss the dishes in the sink…

I know I have to say something like “When everyone is done eating, I need you to get the plates off the table, rinse them, and load them in the dishwasher.”

It’s all about getting really specific and clearly communicating.

So what does all of this have to do with job searching?

It turns out that the strategy of knowing what you want and clearly communicating it is the most effective method for job searching today.

This idea of knowing what you want can seem abstract, and it’s a step that many people skip over. But you can get really concrete about what you want and need out of your career by defining your must-haves.

We dedicate a large portion of our career change process to defining these. We use a tool called the Ideal Career Profile to figure out what fulfilling work truly means to you, and define “must-haves” or “deal breakers” for the seven key elements that define meaningful work.

But I say all that to explain that knowing what you want isn’t innate, it’s not just a job title or one singular element like “a job where I can work from home” – it’s really complex, but once you’ve figured it out, it changes everything.

Most people have not done the work to get clear on what they want and need out of their career, so they don’t really know what they’re looking for. The more common job searching scenario is finding an open role and then trying to fit that job to you, instead of finding roles that already fit your definition of an ideal career.

When you’re just applying to jobs that don’t fit – your communications, application, everything will come off as generic – and this is what those overwhelming hiring managers I mentioned at the beginning get bombarded with.

But when you know what you want, you’re able to communicate more specifically and it comes off as more useful, more interesting, more relevant, and more genuine.

This is what makes you stand out from all the rest.

Customization

So now that you’ve gone through the most important step of figuring out exactly what you want and need out of your next role, let’s get to the nitty gritty of job searching. Specifically how you can use the knowledge from your Ideal Career Profile to land a job… and not just any job, your ideal role, or unicorn role (which we like to call it when we’re feeling fancy)

First let’s point out the obvious — our society has shorter attention spans than ever.

In fact, recent research shows our attention span has decreased in just 15 years. In 2000, it was 12 seconds. Now it’s shrunk significantly to 8.25 seconds, which means humans now have shorter attention spans than goldfish, who can focus on a task or object for 9 seconds.

So how do we break through all the noise?

What’s been proven time and time again to stand out is customizing your interactions –

Think about it, we live in an age where everything is customized to you, your phone is set up to your preference, the ads you see are personalized recommendations, even the music you hear on your streaming services. We’ve come to expect customization at every turn.

It grabs attention, and that’s even true when it comes to job searching – customizing your interactions, cover letters, and resumes

And guess what helps you do that? Knowing what you want — since you know what you’re looking for and what you bring to the table, it makes it that much easier to get really specific on how the role or organization you’re discussing fits you.

You can tailor every interaction to show why your strengths and experience are a great fit for the role.

This type of customized job searching takes a lot longer than just using an Apply Now button on a job board, or even just attaching your generic resume to an email, but it really is what makes the difference in finding “just another job” vs finding work that truly fits you.

Since we’re talking about job searching effectively and how things have changed over the years, I have to mention how AI can play into this. Yes, AI often comes off as really generic and bland, but it’s great if you’re using it to help you distill information and for collaboration.

So this can be really helpful when tailoring your resume, and really any interaction, to align with what the organization is looking for.

To give an example, if you’re tailoring a resume, what you’re going to do is have your list of all of the features and benefits – the results, responsibilities and achievements that you might normally find on a resume.

Then you’re going to leverage AI to find the highest priority ones, and then put those into AI and ask it to write a summary. And you can generate multiple different options quickly as opposed to struggling to write for yourself because that’s where a lot of people get caught up. AI can do the initial work and then you can modify it.

Once you have AI write their version, you can use talk to text and just talk about each point and then modify it from there.

Sometimes its easier for us to communicate authentically when we’re saying it out loud, and once you edit it down a few times you’ll end up with something really great.

Reaching Out

Let’s talk about actual interactions with people you’re networking with during the job search.

Say you’ve found an open role that fits you, tailored your resume, submitted the application – we recommend taking it a step further and reaching out to someone at the company and making a connection.

It’s pretty easy to find most people on the internet today between LinkedIn or their company website. A lot of job listings even have contact information for the hiring manager listed – and once you find your method of contacting them – what you want to do is to build a relationship with that contact at the organization.

Just a short paragraph, like the example earlier in this episode, can really get through when you know what you want and can connect that with the organization.

We had a client Jenna, who had figured out the exact type of organization she wanted to work for and made a list of organizations that fit, and there was one that kept topping the list, so when a role became available, she applied and then took it a step further to start building relationships with that organization.

She created Looms, which are video messages, and talked through what she wanted out of her next role, and what skills and strengths could bring to the organization.

And all of her reachouts paid off, she did not end up getting the first role she applied for, but she had built a relationship with the hiring manager so when a job became available, she had actually turned the tables and they thought of her as an ideal candidate for the open role. You can hear all about it on her episode of the HTYC podcast!

Land the role you want

Effectively job searching all starts with you, and getting clarity on what you truly want and need out of your career. Once you’ve done this, it will be much easier to find roles that fit your Ideal Career Profile, and it will make tailoring your resume, cover letters, and interactions much more natural.

It’ll be easier to relate your experience because you understand why you enjoyed specific parts of your past roles and the strengths that played into that. And easier to talk about because you’ve done the work to figure out what you want and now is the time to just talk about it.

We also went through the importance of customizing all aspects of your job search and using the modern tools of today, like AI and video messaging to make the process more efficient.

When you’ve gotten clear about what you want, all of a sudden, that puts you in a much better position to be able to get specific and ask for exactly what you want.

And the crazy part is that when you clearly ask for what you want, organizations are much more likely to get what it is that they actually want, and it becomes a win-win for you and them.

WHAT YOU’LL LEARN

  • The one element that makes all the difference when it comes to job hunting
  • Why traditional applications don’t work as well anymore and what to do instead.
  • How AI is changing job applications and how to tailor resumes for AI screening in 2025
  • How to use networking strategically (even if you hate networking).
  • The importance of targeting companies, not just job postings, and how to approach them.
  • How to craft a “value-first” approach when reaching out to hiring managers.
  • How to tap into unposted job opportunities by leveraging weak ties and direct outreach.

Resources mentioned in this ep

Success Stories

After working many years in aerospace as a Manufacturing Engineer, I wanted to move into a Program Manager role without ever holding a PM title or certification. Scott and HTYC helped me to showcase my relevant strengths and made me feel confident and prepared for the interview stage. I landed the Project Manager job I was seeking even though there were qualified internal candidates available. I was able to avoid a disruptive family move and am loving my new position.

Andrew Gagnon, Project Manager, United States/Canada

as I was diving into the bootcamp at Happen To Your Career, and I was really trying to think broadly, I had this moment of thinking, "Okay, should I even should I be a lawyer? What should I do?" so I worked with Happen To Your Career really started trying to dig deep and lay a foundation… it was helpful to have Lisa through the interviewing process, and all the little events like "oh, someone responded like this, how should I respond?" How should I deal with all the steps along the way? I also had a tendency to form myself into what I thought they were looking for and Lisa helped me be who I actually am in the interviews.

Rebecca Maddox, Attorney, United States/Canada

Scott Anthony Barlow 00:00

It's 2025. A lot of people are struggling to even get interviews. It's a competitive market, and standing out feels harder than ever. And you might think if you could just get an interview or talk with that hiring manager, you'd absolutely crush it, and maybe you would. But what if I told you that all that effort could be a waste of time? There's one thing you need to do first, and once you do everything else after it will become much, much easier, no matter how tough the job market is. So what is it? We break down that game changing insight in today's episode of the Happen To Your Career podcast.

Introduction 00:43

This is the Happen To Your Career podcast with Scott Anthony Barlow. We hope you stop doing work that doesn't fit you, figure out what does, and make it happen. We help you define the work that is unapologetically you, and then go get it. If you feel like you were meant for more, and you're ready to make a change, keep listening. Here's Scott. Here's Scott. Here's Scott.

Scott Anthony Barlow 01:08

If you've ever been in an emergency situation, you know how chaotic it can feel. When you're in an emergency situation, when there is chaos, when there are other things going on, distractions, etc, you have to be specific. People are panicking. And it turns out, if you scream, "Help! Help. We need help." It doesn't actually cause anybody to come and help you, many times. Instead, what you learn, and there have been many studies to show that this is absolutely the case in emergencies. What you learn, what they teach in these emergency trainings, is that you need to give clear, specific instructions. "You in the pink shirt. I need you to call 911, right away. You in the corner. Bring me a towel", or, you know, whatever it is that you need. You have to be extremely clear about what it is that you want and what you need for that situation. These studies have also shown that it carries beyond emergency situations. Knowing what you want and being extremely clear about what you want is the very best way to get what you want in most situations. It's all about getting really specific, and that allows you to be able to communicate very differently. And you may have heard me say this on the podcast in the past, but when you know what you want, it becomes easier to ask for what you want, and when you ask for what you want, strangely, you get what you want more often, right? You may have guessed it by now. But the strategy of knowing what you want and being able to clearly communicate it is the most effective method for job searching today. It sounds so simple, and yet so few people do this. Part of the reason is that knowing what you want can seem abstract, and it's a step that many people will skip right over or think that they can do on a good enough level. But when you get really concrete about what you want and what you need out of your career, then it allows you to get different results. You can do this by defining first what we call your must haves. Now we dedicate a large portion of career change, at least the process behind the scenes when we're helping other people. We dedicate a large portion of that process to defining these must haves. And we use a tool that we call the ideal career profile. It's a very simple tool. Think about it as a large checklist of everything that you want, or the most important things about what you want and what you need that creates and adds up to fulfilling work that becomes truly meaningful to you. Now, if we oversimplify the ideal career profile for just a moment, then it's in two parts. The must haves or the deal breakers, the things that you absolutely have to have for the seven key elements that define meaningful work, and then the ideals. The ideals are aspirationally what we're working towards. You need both of these to be really be clear about what it is that you want. Now, if you want to learn more about the ideal career profile and the seven elements of meaningful work, we'll include links in the show notes and description to past episodes where we've discussed this, and also we go over this in detail in the Happen To Your Career book. However, I want to say all of that to then explain that knowing what you want is not innate. It's not. It's not just a job title. It's not one singular element, like a job where I can work from home. It's really complex. And once you've figured it out, it changes everything for you. Okay, so we already acknowledge that most people haven't done the work to get clear on what it is that they want and what they need out of their career, so they don't really know what it is that they're looking for, even if they think that they do, even if they think that, "Well, I'm looking for something that has more growth and a mission driven company. Okay, all right, let's start." And then they wonder why they're not able to find that, let alone, when they think that they do find that why they're not getting those opportunities in a way that's useful for them and the organization. The very common job searching scenario is going on Indeed.com or LinkedIn, and then you find an open role, and then you try to get that job to fit you, right? You look at this and you're like, "Well, I think this could work, maybe, I guess." And then that's how we lead to long times of depression and wondering why there's no good jobs out there that actually sound wonderful, or the ones that do sound wonderful require 347 years of experience and also 10 certifications on top of that. Either way, it's not a great recipe for mental health. So when you're applying for jobs that just don't fit, the other thing that a lot of people don't think about is your communications, your application, even when you're interacting with people, let's say that you get pushed through to the interview, even when you're interacting with other people, when you don't know exactly what you want, you don't know how this comes off as generic. You don't realize that it does until you've seen it from the other side over and over again. And I've been really fortunate to be involved in a lot of hiring processes, literally thousands of them over the last 25 years. And those overwhelmed hiring managers that I mentioned at the beginning of the episode, well, the generic applications, generic people coming in, this is what they get bombarded with constantly is actually not that helpful to anybody, including the people applying. So when you know what you want, this allows you to be able to communicate more specifically. I think we've covered that, right? But the part we haven't covered is it comes off as more useful, more interesting, more relevant and more genuine, which is something that we all are looking for. This is what makes you actually stand out from the rest in a really useful way, and organic way too. Okay, I want to give you a couple examples here. The example and the difference of communication are from two specific applicants, and we pulled some of this verbiage, kind of a combination together from different types of applications that have seen over the years. And the first is what we normally see when someone's applying to roles they're interested. The second is someone who obviously knows what they're looking for and can truly see themselves in that role.

Scott Anthony Barlow 08:00

Example one, "I am a highly motivated professional with distinctive talents and skills that enable me to effectively educate and communicate the value of products/services, fostering trust with clients/customers. I firmly believe in the pivotal role of hard work, dedication, self discipline in achieving success for both myself and the company that I represent." I'm not even sure I can get through the rest. It goes on to say, "The values upheld by your organization resonate with me and I'm eager to join your team blah, blah, blah, contributing to the collective success and blah, blah, blah by becoming an integral part of your professional family." Oh, my goodness, this was a lot of words, but it didn't really say anything. It comes across like this person is just saying what they think they should and pulled the rest from ChatGPT. It is basically whatever they think the hiring manager wants to hear. This is what people got bombarded all day with. Imagine being a recruiter or a hiring manager or an HR professional, talent acquisition, imagine reading this stuff all day. This is what people think they need to do.

Scott Anthony Barlow 09:12

Let's listen to the second one. "My entire career has been customer-focused, and I thrive in this type of environment. The thrill of knowing you impacted someone's life, whether that is big or small, with minimal effort or a heavy lift, it makes me feel so freaking good. When I am given the opportunity to be myself and communicate with someone freely without the hindrance of feeling robotic or scripted, I do my absolute best work. In my 14 years with my current company, I primarily focused on customer experience and providing what we call white glove customer service. I eat, sleep, and breathe effective customer communication, tone of voice, being your best self, positive word and phrasing, planning and organization follow through follow-ups and so much more. Needless to say, customer service is my passion, and it's something that I truly enjoy. It makes me happy. I strive to provide the best experience possible to each customer as if it were my only one."

Scott Anthony Barlow 10:10

Okay. Now, this isn't even what I would consider to be a phenomenal response. But you can see the difference, like it is very, very heavily different. One sounds much, much more genuine, it sounds like this is actually what they want. They've put not just some thought into it but they understand themselves enough to be able to communicate in a very different way. And then that very different way, appears to be more organic, more specific, more genuine. And it turns out that we, as humans, we respond to that, we get different results, were attracted to levels of clarity, were attracted to levels of specificity. Okay, so they made their own experience relevant to the job listing on top of it. And overall, it was an enjoyable read. It was relatively free of fluff, or lots of corporate jargon, there's a little bit in there that no one wants to bother with. They also did the most important thing. They clearly communicated what they love doing and explained how the open role fits them. It was built into it. It almost didn't feel like they were, a lot of people call the selling themselves. But in this case, it didn't feel like that. They were just communicating what they loved. Okay, I want to get into something that most people overlook here. If you are communicating what you enjoy and love to do and are great at and in the ways that you can contribute the best, but also, you're getting much back out of that, and you get hired for that, that's a great situation. But let's say that you're communicating the things that you think that you have to even though it doesn't fall into that category of enjoyment, or the right challenges, or the right types of contribution for you, and you get hired for that. That means you're stuck in a situation where it's actually not that great for you. A lot of people miss this logic. And this is where I want to get into the nitty gritty of job searching and how you can use this knowledge from what you need in your Ideal Career Profile to land the right opportunity. Not just any job, your ideal role, or what we often call your unicorn role. Okay, let's first point out the obvious, our society has shorter attention spans than ever before getting shorter by the minute. In fact, the recent research shows our attention span has decreased in specifically just the last 15 years. In 2000, even it was 12 seconds, now it shrunk to about 8.25 seconds on average. And the funny thing, this means humans actually now have a shorter attention span than goldfish, who can focus on a task or object for like nine seconds. So how do we break through all of the noise here? Well, what's been proven time and again, is that customizing your interactions actually stand out, making them relevant to the person who is listening, relevant and useful to the person that who is listening. Think about it. We live in an age where everything is customized to you. Your phone is set up to your preferences, the ads you see are personalized recommendations, even the music you hear on your streaming services, we've come to expect it at every single term. Customization grabs attention. And that's even true when it comes to job search– customizing your interactions, cover letters, resumes. And guess what helps you do that? Knowing what you want. Since you know what you're looking for, and what you bring to the table, it makes it that much easier to get really specific on how the role or organization you're discussing fits you. You can tailor every interaction to show why your strengths and your experiences are a great fit for the role. This type of customized job search, well, it takes longer than just clicking an Apply button.

Scott Anthony Barlow 14:05

Oh my goodness, we have we opened up a role. And by the time this episode airs, it'll have been closed for a couple of months. But we opened up a role and I'll tell you, just recently, we have hundreds, hundreds of applications for this role where people have just to click the Apply button. And then it automatically sends their resume and the resume often has absolutely nothing to do with this. And then, you see the stories all over the place where it's like, "I've applied to 250 different roles." And people wonder why. People don't quite connect the dots normally for how this is pretty much a waste of time. It's a waste of time for the people who are applying, it's a waste of time for the organization itself. What really makes a difference? So you're not just finding just another job. And instead focusing on finding work that truly fits you is this customization. Now, I have to mention how AI can play into this. Like I said earlier, AI can come off as really generic and bland. But this can be really very helpful in a different way, though. If you're using AI to help you distill information or collaboration or get ideas on something, that's going to be very useful. If you're causing AI to write for you, a lot of times, it's going to write in the most bland way possible. It's going to come off much the same way or candidate that we just read earlier came off as very robotic. That doesn't mean AI can't be very useful. Think about job search as a marketing process. And it works just like any other type of marketing. We actually just used AI really recently for creating marketing, and copy for our Airbnb property. We made a big list of all our benefits and all the features that the house has. And then we asked ChatGPT to rank them. And then I asked him to rewrite them so it would fit our particular target market. I shared with ChatGPT the specific target market that we're looking for, and that we want to attract to rent the house. And then I said, "Hey, write a..." I probably actually did write "Hey" you don't need to if you don't want to, but I probably did, I said, "Hey, write a benefits-driven description of our house using these bullet points in 500 words or less." And then it popped out something. And then I was like, "Okay, now take this and make it shorter, make it more concise." And then once it was completed, I went in and personalized it and made it sound like if I were saying it out loud. By the way, that's a super easy secret if you want to stand out and feel more genuine. There are spaces where that doesn't make sense– academic could be an example for that or other professions where you need to adapt to that particular profession, or that particular person, which again, is about customization and knowing your market. In this case, though, writing as if you are talking is a huge hack that makes it feel more genuine. Here's an example of how you're doing this if you're tailoring your resume. Have your list of all your features and benefits. In this case, your results, responsibilities, experiences, achievements, the same things you might normally find on a resume for yourself. And then you're going to leverage AI to find the highest priority ones for a particular target market much the way what we did with Airbnb. In this case, the target market is whoever this resume or application is going to go to. So one of the ways that you can do that is by feeding the job description into AI as well. Then ask AI to find the highest priority, responsibilities, achievements, and bullet points on your resume and ask it to write a summary. And then you can generate multiple different options quickly, as opposed to struggling to write it for yourself, because that's where a lot of people get caught up. AI can do the initial work for you and then you can modify it. Once you have AI write multiple versions, the modification is much much easier, then you can make it sound like you and make it feel genuine. Make sure it aligns with what you actually want. If you're struggling to adapt this to where it feels like you are talking out loud, another simple solution would be to pull out your phone and use the dictate function or talk-to-text and just talk about each point and then take that and modify it from there. Sometimes it's easier for us to communicate authentically when we are saying it out loud verbally. And then once you have it down on paper, you can edit it so that it makes sense and you can come up with something really great. To some people, these might seem like a lot of extra steps in order to go from understanding what you want to be able to communicating what it is that you want. However, when you do this, you up the chances significantly. And I'll share just for me personally, it's been a while since I have personally done a job search although I do personal marketing all the time in various different ways. And obviously this is what we have done for thousands of people over the last 10-plus years now. But I'll tell you, for me personally when I was using the same exact type of approaches, I would get pushed through to the interview process almost every time. It was a rarity that I wouldn't get at least a first-step interview minimum. And the reason is because now we're customizing or tailoring, we're making it relevant to them, and therefore we are standing out amongst all of the other things at the bar is very low sometimes, and you can use that to your advantage.

Scott Anthony Barlow 20:15

Now, let's talk for a minute just about recognizing what you want. AI can, of course, save you time. When you're job searching today, it can help you get past some of those stuck points, it can help even prioritize for you. There's lots of that it can do. But knowing what you want may save you even more time. Here's what I mean. Completing an Ideal Career Profile helps you focus on jobs, industries, organizations that actually fit you. And consequently, the thing people don't think about is it makes it so much easier to identify if you're applying or going after the right roles, the right jobs, instead of wasting your time applying in interviewing for jobs that ultimately will not end up working out for you. It's very counterintuitive, because it seems like that it's a lot of work upfront to be able to customize, and to be able to tailor for each and every situation. However, if you only need to focus on two or three or four organizations and roles and opportunities until you find the right one versus the story that we just talked about a couple of minutes ago, where you hear it over and over again, like, "I applied to 250 or 350, 900, I applied to 900 jobs." Applying to 900 jobs, even if it's just a simple click easy button still takes a really, really long time– reading through all those job descriptions and finding them like that is insane, and it feels terrible on top of it. Instead, what we're talking about is yes, taking more time, but doing it for a much, much, much lower amount of opportunities because you have a higher level of assurance that these are right opportunities for you. And then it doesn't really come as a surprise when you're customizing, when you're tailoring, and when you are better aligned, when you know you're better aligned with that upfront, that you get better results. Not a surprise, right? When you've done the work to figure out what you want, and to begin applying for jobs that fit and talking to people about those opportunities, even more important than it is, that it's more effective. This process actually becomes more fun because you're interested in it, and you're excited about it. If you're not enjoying talking about those opportunities, or you're not getting excited when tailoring your resume to that job, that's probably a sign. Like even if you don't love tailoring resumes is still probably a sign that you might not enjoy working in that role every day. Pay attention to these feelings. I want to give you an example from Samantha on our team. She's our content manager. And recently this process showed her that she had been applying to the wrong roles for a long time.

Samantha Martin 23:09

Yeah, I found this when I was changing my resume for this role. Actually, I was finally enjoying what I was translating, like, I was taking stuff I actually enjoyed doing in my past roles. The things I actually liked, not just every single thing I was doing or the things I accomplished, but the things I really truly enjoyed in my past roles. And then I was translating those things into what this role was looking for. And I was excited about that, like, it was an enjoyable process because I was talking about things that I liked. And it was just finally all clicking into place and it started making sense. Like in the past, it was so hard for me to translate my marketing experience into what the application was looking for because turns out, none of those roles I was applying for were ever a good fit for me. And I was just continuously trying so hard to make it work. And so it was like red flag after red flag. Because I was like, "This is so hard and grueling to do. Why is it so difficult? I shouldn't be able to write a resume. I'm a writer." But it turns out it wasn't my lack of skill. It was just the universe trying to tell me like stop trying to make this happen. It's not the right role. And when it finally was the right role, I could tell from the very beginning.

Scott Anthony Barlow 24:29

Okay, we got specific on tailoring, resumes, tailoring applications. Let's talk about actual interactions with real people where you're, you know, having conversations with during the job search. Let's say you found an open role that fits you, tailored your resume, submitted your application, we recommend taking it a step further. Reach out to someone in the organization, make a connection. It's actually pretty easy to find most people on the internet today between LinkedIn or their company website. A lot of times, I can find somebody in less than five minutes, sometimes less than five seconds. A lot of job listings even have contact information for who the hiring manager is specifically, not all, but a lot. And once you find your method of contacting them, what you want to do is begin to build a relationship with that person inside the organization. Just a short paragraph, like the example earlier in this episode can really get through when you know what you want and it can connect with that person inside the organization. We had a client, Jenna, who had figured out the exact type of organization she wanted to work with and made a list of organizations that fit that description. And there was one that kept topping the list. So when a role became available, she applied. And then she took it a step further to start building relationships with the people, the real people inside that company. She created loom videos, these are video messages, there's lots of ways to do this. And talked through what she wanted out of her next role, what skills and strengths she could bring to the organization. It's not the perfect solution for everybody but it's a great example. Here's Jenna, talking about how she did this.

Jenna Bias 26:11

Just one step of research led to another and I found myself just learning a lot about the company that way. And then furthermore, when I decided to apply to certain positions in their application process, they often would have a little blurb about the hiring manager there. They're very transparent about who would be hiring. And I almost feel like, it's almost like an invitation like, we're telling you, "Hey, I'm the person doing the hiring here. I'm introducing myself to you via the application. I almost felt like it would be a disservice to not then go introduce myself." Like they're almost asking you, how do I felt. And so and I think for me, that made it a little bit more comfortable. So as far as reaching out, like via LinkedIn, or email that wasn't super challenging, it almost like I said, seemed invited. But then I did kind of take it to the next step and created a few loom videos to just kind of further introduce myself, but further express my interest, like face to face, because I mean, you can say so much in an email. But I feel like until you hear someone out and like see their genuine expression, I feel like that goes so much further. And at the end of the day, lots of people are sending emails. So I feel like if you can create a little video and kind of put a face to the name, I think for me that ended up being priceless.

Scott Anthony Barlow 27:30

Well, it was not perfect for every single situation, but in your situation, I think it was highly effective because, one, as you said, you can put a face to the name, which creates more personal type of approach. It also, in your case, it was a casual company already, like that's how they operate, you had already done the research to indicate that that wasn't just a thing that they did on their website, like, they operate this way, right. So in your reach out, if you're modeling that in the same tone, it strategically feels to them like you fit. And more importantly, you'd already done the work yourself to realize that that's what you wanted. So you're simply answering their call to help them understand why you're a good fit in ways that they don't even necessarily, it's not like on a resume or anything like that. It just feels like generalists.

Jenna Bias 28:22

Right. I think too, I didn't mention this but the fear that goes along with it is like oh, the potential of them not responding which: A, I realized now it really doesn't matter. They get so much influx of information. It's like, who cares if they don't respond. But for me, my CEO did end up acknowledging my video and just sent me like a simple email back, telling me good luck on the interview process. And from there, I ended up applying to, I think, four different times through a few different roles. And every step of the way, I just sent her an email updating her on my journey. And she responded to every single email not being like, nothing like extraordinary, but just the response itself was like, to me, again, just as exemplified, this is a company I want to work for. Here's this busy CEO taking time out of her day to just shoot me a quick email, acknowledging the work that I'm putting in to try and be a part of our organization. And then yeah, as far as applying to multiple roles, it just came down to, "I knew this is the company I wanted to work for." So again, rather than spreading myself thin across different companies, I was like, "No, I'm just going to focus here." And even though I actually got denied initially for my current role, obviously in the end, it ended up paying off when I applied the second time and I think a large part of that was because I had already touched base with the hiring manager, we did already kind of have that rapport. And yeah.

Scott Anthony Barlow 29:49

Okay, so let's dig into that for just a second. What did that look like? Take me through, I think you said you applied for four, how many did you interview for? What did the process look like?

Jenna Bias 30:00

Yeah, so one of them that I applied for initially, to be frank, I knew was, not that it wasn't a good fit, I was just like, highly underqualified. It didn't so much, I think there's a lot of situations where you can pull from your past work, and kind of more fit to fit new roles. In this situation, when I tried to do that, it was a stretch, to say the least. But I gave it a go. And that was one of those situations where I did create a limb for that hiring manager, as well as their recruiter. And I sent her a LinkedIn message just introducing myself. And she was very sweet in her response and transparent in the fact that I probably wasn't going to have what they were looking for in that role. But again, it was the response for me of how they handled it that didn't turn me away because they were so inviting, encouraging. Not everyone's gonna be a good fit for every role. So I didn't take it personally. Late, fast forward, I applied to one other role that I never actually heard back from because I think what happened is I applied to my current role. And at that point, I had made contact with the recruiter. So I went through the recruiter, like a phone screening, and then got to the first round interview with the hiring manager, which it went great. I really connected and talked about the role, and it was something that I thought it'd be like a really good fit. And then I didn't make it to the next two phases of the interview. So then at that point, we exchanged some emails. She again, when I got the denial email, I asked her just for positive feedback, you know, "What can I do differently? Any recommendations moving forward." And she sent me like a novel, which was super awesome. I could tell she took, like, time out her day to give me feedback. Am I ever gonna be working at her company? It can be she doesn't really even know me. But I think that's because when we had our interview, like, we were able to connect, even though I didn't end up being the pick for the role that time, she could still, you know, connect with me on a personal level. And we still learn a lot about each other. So to me that first interview was still a win, because we fostered like a relationship.

Scott Anthony Barlow 32:07

Yeah. Wait, can we dig into that for just a second? Because I think that's a frustration for so many people, like, "Hey, I'll ask for feedback", and they won't get anything. But you got a novel worth of feedback because, not by accident, and yes, this is an amazing organization. And clearly, they value people who are interested in them. But also they don't have infinite amounts of time too. So the reason this worked is you've already started to establish some kind of beginnings of relationship with the CEO. I'm sure those emails were probably forwarded, I don't know, but probably they were forwarded over to recruiting, or maybe they were BCC'd or something else along those lines. You had continuous touchpoints all along the way. Maybe they talk behind the scenes, maybe they didn't. But then you had, as you said, begun to build a connection during that interview, and you had focused on that. So you now have the beginnings of relationships. So now, it's not just some random candidate asking for feedback. It is this person that I know and had a great time with. And that's totally different than when you go to make the ask than just some random person that's out there. So I wanted to take a moment and just break that down because you did a really nice job allowing it to get to that point, so that it worked when you went and asked for feedback.

Jenna Bias 33:24

Yeah, I think a big thing for me, I'm sure it's probably for other people as well, is because I had all those touchpoints. And in seeing institutions that like asking for feedback, I know a big thing for me, it was like kind of a fear component. I almost felt like, "Oh my gosh, am I reaching out too much?" You said, oh, they're probably talking behind the scenes, like in a good way. But in my mind, I was like, "Man, are they like that Jenna girl, she applied again?"

Scott Anthony Barlow 33:50

Never hire that one.

Jenna Bias 33:51

Yeah, can't get rid of her. And of course, that's just your, like, limiting beliefs that I'm sure everyone has. But no. So then after I reached out, got that feedback, it was great feedback. I rather I was, obviously I was disappointed. But like you said, a lot of people when they get denied are kind of turned off and like maybe would like go the other way. But I was just more intrigued and I was more like on board I sent like a really nice email back. And I told her I was like, "I'm gonna continue to like watch your job board. But if a spot opens up in the future, like, please do consider me." And so sure enough, I did watch their job board here and there. And I think it was two or three months after I initially applied for that role that I happened to notice that the role was up again. And so I just reached out directly to the hiring manager before submitting an application just to kind of express my interest in right away. She was like, "Oh, yeah, like you were actually on my list of people to reach out to this week, I definitely would want you to reapply, if you could just go ahead and submit an application like, won't go through the process of interviewing again." So I did that. And then obviously, this time, I made it through the entire interview process, which was that initial interview with the hiring manager, again, I did a mock demo. So a big part of my job is doing demos for my company. So they just, you know, it's kind of a mixture, you can do the job kind of thing. And then I had an interview with my manager's manager. And then the last kind of piece was a call with the CEO. So that was the steps.

Scott Anthony Barlow 35:24

All of Jenna's reach-out paid off. She did not end up getting the first role she applied for but she had built a relationship with the people inside that organization. So when a job did become available, she actually turned the tables. And they thought of her as an ideal candidate for the brand new open role because they already had that trust with her, they already had that familiarity with her. It was easy at that point, very, very different. And more importantly, she actually was getting something that she wanted. Pretty cool, right? Okay, you know the most effective way to job search. It all starts with you, and getting clarity on what you truly want, and what you need out of your career is the key to this. Once you've done this, it will be much easier to find roles that fit your ideal career profile. And it'll make tailoring your resume, your cover letters, your in-person interactions, much more natural, much more genuine and ultimately much more effective. Again, check out the show notes for links to the resources that we covered in this episode, I think that you'll really enjoy it. Once you've gotten clear about what you want, all of a sudden, that puts you in a much better position to be able to get specific and ask for and then get what you want.

Scott Anthony Barlow 36:46

Most of the episodes you've heard on Happen To Your Career showcase stories of people that have taken the steps to identify and land careers that they are absolutely enamored with, that match their strengths, and are really what they want in their lives. If that's something that you're ready to begin taking steps towards, that's awesome. And we want to figure out how we can help. So here's what I would suggest. Take the next five seconds to open up your email app and email me directly. I'm gonna give you my personal email address, scott@happentoyourcareer.com. Just email me and put 'Conversation' in the subject line. And when you do that, I'll introduce you to someone on our team who can have a super informal conversation with and we'll figure out the very best type of help for you, whatever that looks like. And the very best way that we can support you to make it happen. So send me an email right now with 'Conversation' in the subject line.

Scott Anthony Barlow 37:39

Here's a sneak peek into what we have coming up in store for you next week.

Scott Anthony Barlow 37:44

If you've sent any kind of networking or connection emails in the last year, you might wonder, why are they being ignored? Why are you not getting response? Is it the wording? Is it the timing? Or is it simply that they're getting lost in a flood of AI generated pitches and spam? When I first started this podcast, way back in 2013, LinkedIn was the go to place to connect with someone about your career. And while it's still possible to connect with people there, the landscape has drastically changed. People are now much more skeptical when it comes to their LinkedIn messages, thanks to the overwhelming number of sales pitches that are flooding them constantly, and also with the influx of AI. That's the case on almost every platform on the internet. So here's what we're gonna do today in this podcast, we're gonna walk through the best ways to identify the right place to reach out to someone, whether it's LinkedIn, email, another platform, and then how to craft a message that maximizes your chances of building a meaningful connection right from the start.

Scott Anthony Barlow 38:49

All that and plenty more next week right here on Happen To Your Career. Make sure that you don't miss it, and if you haven't already, click subscribe on your podcast player, so that you can download this podcast in your sleep, and you get it automatically, even the bonus episodes every single week, sometimes multiple times a week, until next week. Adios, I'm out.

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Redefining Your Career Identity to Prioritize Family and Well-Being

on this episode

For many of us, our career becomes a significant part of our identity. It’s how we define ourselves to others, measure success, and often, how we find a sense of purpose. But what happens when that career no longer fits the person you’ve become? For Divya, this question became unavoidable during a pivotal moment in her life.

Divya had built a successful career in a high-pressure sales role on the trading floor. On paper, her life seemed ideal, she was thriving in a prestigious job that others might envy.

But when her client list doubled after a colleague left and her father was diagnosed with leukemia, the career that once felt like the perfect fit now felt suffocating, demanding more than she could give. Work suddenly felt trivial compared to the weight of her family’s needs and the reality of her father’s health crisis.

This turning point forced her to reevaluate everything. She knew she needed a change, but stepping away wouldn’t be easy…

The concept of switching jobs to something that I didn’t know was going to be better or something that wasn’t as prestigious, didn’t look as good on paper, didn’t pay as well, whatever… the risk just felt massive to me to, to like move away — I was kind of paralyzed by the anxiety of, okay, on paper I’m in a great spot right now. I hate my life, but on paper, everything’s great

Divya’s sense of self was deeply tied to her career, and the idea of walking away felt like losing a part of herself. Could she still be successful if she wasn’t in this high-powered role? Would she be letting others down?

As she began to work through career change, she had to examine her values, goals, and what she truly wanted her life to look like. She realized her worth wasn’t defined by her job title, but grounded in her relationships, her health, and her happiness instead.

“I was really able to shift away from feeling like my job was my identity, and feeling like, if something bad happened at work, that was like the end of the world. I think I felt everything very, very strongly in my last job, like performing well just meant so much to me, and I still want to do a good job. I’m not here to slack off, but at the same time, I think it’s a lot easier for me now with the time off that I had and with the experience that I had with my dad, and kind of realizing that I was able to step away for a year and I was able to come back and everything was okay. It just helped me to realize okay, it’s fine, if you have a bad day, it’s okay. If somebody gets mad, it’s okay. If you can’t solve all the problems, that’s fine, and not taking everything as hard has just made it… you know, that’s just an emotionally exhausting way to live — feeling very deeply. I think it’s really the perspective now that helps me to kind of separate from things that happen at work and not necessarily bring that negativity home.”

Her father’s illness became what we call a career change catalyst — it was the push she needed to move to a role that fits her. This experience showed her that time with family and her personal well-being are irreplaceable.

By finding a role that aligned with her priorities, Divya was able to fully show up for herself and her loved ones. It wasn’t just about walking away from a job; it was about walking toward a life that aligns with her values and allows her to thrive.

WHAT YOU’LL LEARN

  • How to untangle your career identity and prioritize what truly matters.
  • The emotional and practical steps to making a career change in challenging times.
  • How to shift your mindset from career success to life fulfillment.
  • Strategies for finding a role that aligns with your values and well-being.
  • Why your career doesn’t have to define who you are or your happiness.

Success Stories

After working many years in aerospace as a Manufacturing Engineer, I wanted to move into a Program Manager role without ever holding a PM title or certification. Scott and HTYC helped me to showcase my relevant strengths and made me feel confident and prepared for the interview stage. I landed the Project Manager job I was seeking even though there were qualified internal candidates available. I was able to avoid a disruptive family move and am loving my new position.

Andrew Gagnon, Project Manager, United States/Canada

as I was diving into the bootcamp at Happen To Your Career, and I was really trying to think broadly, I had this moment of thinking, "Okay, should I even should I be a lawyer? What should I do?" so I worked with Happen To Your Career really started trying to dig deep and lay a foundation… it was helpful to have Lisa through the interviewing process, and all the little events like "oh, someone responded like this, how should I respond?" How should I deal with all the steps along the way? I also had a tendency to form myself into what I thought they were looking for and Lisa helped me be who I actually am in the interviews.

Rebecca Maddox, Attorney, United States/Canada

Divya 00:01

The concept of switching jobs is something that I didn't know if it was going to be better or something that wasn't as prestigious and looked as good on paper, didn't pay as well, whatever. The risk just felt massive to me to, like, move away. I was kind of paralyzed by the anxiety of, like, okay, on paper, I'm in a great spot right now, I hate my life, but on paper, everything's great.

Introduction 00:28

This is the Happen To Your Career podcast with Scott Anthony Barlow. We hope you stop doing work that doesn't fit you, figure out what does, and make it happen. We help you define the work that is unapologetically you, and then go get it. If you feel like you were meant for more, and you're ready to make a change, keep listening. Here's Scott. Here's Scott. Here's Scott.

Scott Anthony Barlow 00:53

The career you once loved can quickly turn into a less than ideal situation when your personal life shifts or your priorities evolve. But when your career feels like a part of your identity, walking away can seem impossible. So how do you move forward when staying feels wrong, believing feels even harder?

Divya 01:10

After watching my dad go through his treatment and have had like several close calls, I kind of walked away feeling like, you know, that's what's important, it's the people I care about, the people that I love and like, our health and our well being, and being able to spend time with each other, and all of the other stuff at work that clients would call to complain about, whatever. And it was kind of my job to fix things as a salesperson, that's your job sometimes, but it all just seems so insignificant in comparison to what was going on in my personal life.

Scott Anthony Barlow 01:40

That's Divya. Divya worked in a high pressure sales role on the trading floor, managing complex client relationships in a fast paced environment. And for a while, it felt like the perfect fit for her, but then life threw her a curveball. When a colleague left the company, Divya was handed an overwhelming client list. Now, if that had been the only challenge, it might have been manageable, but this happened at the same time her dad was diagnosed with leukemia, and suddenly she found herself trying to juggle it all, holding everything together at work, while also needing to be there for her dad and support her family through an incredibly tough time. And she finally realized that she just couldn't power through and something needed to change. But of course, it wasn't that simple. Her career had always been a huge part of her identity. So considering stepping away, felt like she was losing a piece of herself, and that's when we got to meet her. We got to set along for the ride as Divya learned to give herself the time and space to reevaluate her priorities, and ultimately she realized that she is much, much bigger than what she does for a living. Divya does a great job of sharing the emotional complexities of leaving a job that you once loved and untangling the identity piece. She also walks through the steps she took to try and figure out her next role, from test drive conversations to strategic reach out, and how she ultimately found a new position that fits the life she truly wants.

Divya 03:07

I was never really sure what I wanted to do in my career. I didn't really have a kind of practical dream career going into undergrad. So when I hit kind of my junior year, we had a lot of on campus recruiting events, info sessions, things like that. And so I still kind of had no idea what I wanted to do. I attended as many of those as I could, and just cast a very, very wide net in terms of what I was applying to for internships for that summer. And that's kind of how I just stumbled across the industry that I'm in now. I got an internship offer from a bank, worked there that summer, got a return offer, and went back, and I kind of explored other stuff here and there, like other offers that came in, or other kind of application opportunities, but this just seemed like the best option. So it wasn't really something I sought out. It's just kind of something that where I ended up.

Scott Anthony Barlow 03:57

So if you were to go back and do it over again, do you feel really positive about where you ended up, or would you have done it differently? Can't go back, but I'm curious.

Divya 04:10

I think, yeah, funny enough. I do think that the role that I ended up in, or kind of the space that I ended up in within finance, it's weirdly a good fit for my personality type. It's not project based. It's very kind of go with the flow, reactive. It's on the trading floor, so you kind of get in the morning and things happen, and you're just kind of taking care of them, blocking and tackling, very collaborative, like, we don't have cubicles or offices, we're just sitting in a bench-like style just right next to your team. So that, you know, if you describe that to me when I was recruiting, I would have said, "That sounds horrible. Please don't put me there." But hindsight is 2020 and I think that does match my personality well. I have ADHD, and I think that kind of the energy and the reactive part of being in the trading floor is really good for me, and works really well for me, like, kind of the urgency versus being on a project for, you know, two months, and you kind of have to set a routine yourself, set your own deadlines to stay on track. So I think, yeah, it worked out well for me.

Scott Anthony Barlow 05:12

What I'm really curious about if we're going back a little bit here, I know that when you were going to transition from your last role, last opportunity, you had determined that, "Hey, this is not the best fit for me." However, also you had some things going on with your family at the same time. Can you tell me a little bit about that?

Divya 05:36

Yeah, so maybe, like, six months before I made the decision to resign, my dad was diagnosed with a type of leukemia, and so he's, you know, knock on what he's doing. Well, today he's cancer free, but back then, you know, it was obviously, kind of came out of nowhere, and he was in the hospital for almost two months, getting like intensive treatment. So as you can imagine, that kind of, you know, and he was in the hospital locally. So he was, you know, maybe 30 minutes from where I lived at the time. So it was kind of a tough situation where I felt like I was local and able to, technically, able to live my life, go to work, whatever. But my dad was in the hospital, literally fighting for his life 30 minutes away. So, you know, my workplace was very, very understanding and allowed me to take kind of extended time off, like three weeks off, to kind of spend more time at the hospital and be with my family. But I think it was just really hard to juggle having, like, being with my family and kind of focusing on that which was difficult and like draining, as you can imagine, and then also being present at work, because it is like a very kind of, you know, things come up, you can't always plan for them at work. So it's not something where you can kind of pass it off to a colleague and say, "These are the five things you need to take care of while I'm at the hospital with my dad." Like, nobody really knows what's going to happen when you're at the hospital, right? And so it was just tough to feel like I was doing a good enough job at work, but still able to be with my family the way that I wanted to, and also at the time at work, like right before my dad was admitted to the hospital, one of my senior colleagues left, and so I think at the time, I had maybe four or five pretty small clients. And after he left, I got his entire client list. So I went from like 4 or 5 to like over 40, essentially, overnight. It was just a really bad timing, like, to be stepping into a more senior role, to be picking up a lot of kind of important clients who, you know, I was a salesperson, so kind of, they need to see my face, they need to hear my voice on a regular basis. So to have that happen while I'm also like, "Hey, I'm leaving for three weeks to go sit at the hospital", it was just, yeah, really bad timing.

Scott Anthony Barlow 07:48

How did all of that impact your decision for what came next?

Divya 07:52

I think, you know, like I said, my team was really understanding, but ultimately, the clients also matter, and all my clients didn't necessarily know it was going on. So even though I was able to kind of juggle it, I felt like I was falling short at work. And I think also with everything happening with my dad, it just kind of put into perspective the importance of work in my life relative to other things, like, it was causing me a huge amount of stress. And like, after watching my dad go through his treatment and have had, like, several close calls, I kind of walked away feeling like, you know, that's what's important, it's the people I care about, the people that I love and like, our health and our well being, and being able to spend time with each other, and all of the other stuff at work that clients would call to complain about, whatever. And it was kind of my job to fix things as a salesperson, that's your job sometimes. But it all just seemed so insignificant in comparison to what was going on in my personal life. So I think before that, work had always felt very self encompassing for me, all encompassing for me. I was always like, you know, as a high achiever in high school, I went to, like, a very competitive college, and so I felt like very tied into my productivity and my performance, my self worth was kind of very tied up into that, but I think the experience with my dad kind of helped me to take a step back and realize, like, this is not the end-all-be-all or be-all-end-all. I always get that mixed up.

Scott Anthony Barlow 09:16

Whichever way you want to go.

Divya 09:18

Yeah, this is not everything, you know. Like, there are things that matter more, and it's okay to kind of step back from this, because other things just need me more right now.

Scott Anthony Barlow 09:29

Yeah, that is good. So I'm also curious, you've mentioned this idea of your identity being really wrapped up in what you did and what you were achieving and everything else. Tell me a little bit about what it was like trying to, one, recognize that and then, two, attempt to untangle your identity from your work.

Divya 09:55

It was tough. It was very tough. I think it really started from a place of just like sheer panic and desperation. Like, I remember the first time I brought it up on a call with Phillip, because before that, I had never even kind of considered quitting with nothing lined up. I signed on with Phillip because I was like, "I need to find a new job and leave as soon as possible", the possibility of leaving with no plan was like never on the table for me. And I remember I came home from work one day and just, like, it had just been a long day of problems that I hadn't caused but were my responsibility to fix, and clients complaining about things that kind of, again, felt very insignificant in the face of what I had going on in my personal life, and I had my call with Phillip, and I was just like, "I just need to get out of here. I don't know how much longer I can do this. I don't want to go in tomorrow. I need to get out of here like yesterday." And he was like, "Have you ever considered just quitting?" And that's it. And that was when I really started to do the process of kind of like, because I think that question made me realize, "What would it feel like to quit and not have a job and, like, not have a career identity?" which I've kind of had been clinging to. It was tough. I think in the beginning, I was like, "Phillip, you're crazy" And then I started to think about how nice that would be to kind of be unburdened from that, and I started talking to my friends and family, and then they were like, "No, you're crazy."

Scott Anthony Barlow 11:26

So if we fast forward here, you did end up, well, you did, they end up leaving. So I wanted to ask you about that conversation with your friends and family because it sounded like the reaction you were getting was, "No, you're crazy." So how did you navigate through those conversations? What was that like?

Divya 11:45

Yeah, I think, yeah. The feedback from people around me, I think it was really kind of two categories. One was like, I think family concern that I was in a good spot, I had a well paying job, and things were kind of stable. I was getting promoted and kind of on the right track on paper, and I had, you know, a supportive team. So the feeling there was kind of like, don't rush into something, don't make a rash decision, because you're kind of feeling stressed by the last several months. Give it time and don't rush into it. I think the other category of concern was kind of like, "Okay, you quit, and then what?" And I think the fear was that I would feel very aimless during unemployment, kind of have a lot of difficulty with the transition back into work, or even just kind of, you know, I think interviews, I mean, they still do to a certain extent, but interviews used to make me really anxious, just kind of the thought of putting myself out there, applying to different jobs, like, I used to get really, really nervous about all that stuff. And so the fear was kind of like, that they didn't want me to be unemployed and feel like I didn't have anything going for me, didn't know what was going on, and like, have a difficult time kind of navigating, you know. And at the time, I was like, "Yeah, I'm gonna do something completely different. I'm not coming back to this industry." So, I think that's really where. So, you know, it was... everyone was kind of looking out for my best interest, luckily, there was nobody who was downright unsupportive. But I think that's really, that were the two big categories.

Scott Anthony Barlow 13:12

Everybody cared and wanted to spare you some potential bad situation that they perceived could happen. That's really interesting. And I think that's what a lot of people experience when they make a decision like that. And to be really clear, I've left a job, actually, two jobs with nothing else lined up in one way or another. And it is not the right decision for everyone. It's on very much on a case by case basis. Not everybody should do that. But you did, and it worked out. And I think that what's really interesting out of that, to me, is I hear you talk about those two categories of friends and family is that, on one hand, they care about you, and they are wanting to spare you those potentially bad things. Also, I hear you saying things like, "Hey, I used to get incredibly nervous when I was going through these types of activities, like. applying for jobs and certain types of job interviews and everything like that." And it sounds like you in going through that potentially challenging situation, experiencing some level of growth through that as well. You're nodding okay. Tell me more about that. Yeah.

Divya 14:29

Yeah. I mean, I think part of it was just the process that I went through with Phillip, going through the strength exercises, talking with him, getting his feedback. You know, when I was ready to kind of get back into reaching out to companies and interviewing, we did a mock interview, and he kind of helped me a lot with the prep, and kind of, I think eventually getting positive feedback from him. And I did a mock interview with Megan, and, you know, from her, I think I finally started to allow myself to believe that, like, I presented well in interviews, and I was able to do it, and I think, so part of it was kind of just going through that process, which was super, super helpful, and much felt so much different than when I had tried to prepare for interviews on my own. Because I think it's really hard for me, and most people, I guess, to see ourselves objectively. I think I tend to definitely downplay accomplishments, or kind of downplay positives that I might have. And so having Phillip there as a coach to be like, "You're underselling this, you're undercutting yourself. Don't do that. And you should play this up more" was super helpful. I was like, impartial third party. I mean, I like to believe that he likes me as a person, but as my coach to kind of go in there and be like, "On paper, these are your strengths, and you should be speaking to them more." I think also the other part of it was just reflecting more on my previous job where I think I had, I struggled a lot with imposter syndrome in my last goal, and so I think it was really hard for me to recognize when I did a good job there. And so I remember, I can't remember what all five of my strengths were, but like most of them had to do with kind of communicating or working with people. And I just remember being kind of surprised by that because I never, I don't know, I always had this fear that, like, people secretly didn't like me at work, because it's such a social job– you're always on, you're always talking to people. And so it kind of forced me to reflect and be like, "Well, actually, like, I think I was pretty good at that", and recognize other areas that I was good at with some distance from the job and distance from all the anxiety that I used to get while I was in it, I think helped me to kind of look back and identify where I was good and not feel as kind of strongly negative about the places where I could have or where I could improve.

Scott Anthony Barlow 16:44

Yeah, that's fascinating. So it sounds like for you, it was really highly important that, on one hand, since you were making a lot of your day to day decisions and continuing to stay at that past role because of fear of what might happen, it required you getting distance from that in order to get that perspective about what really is actually happening here. Turns out, you're very good at interacting with other people, you communicate incredibly well. People like you, and it was hard to see that because the anxiousness and fear would get in the way when, you know, back when. So making the space sounded critical for you. What else? You know, if you think back to what was critical in making this change for you.

Divya 17:37

You mean, what kind of helped me to make the decision, or what made it positive once I made the decision?

Scott Anthony Barlow 17:44

Well, let's talk specifically about a couple portions of the process, if that's okay. So one of the things I think that you did really well was you experimented with quite a few different avenues. So you went through, you made the decision to leave, you did leave, and that was a hard decision, and it turned out to be the right decision. So that's amazing. And as you, later on, started or continued to make the change, you were experimenting with those different avenues, and they were pretty wide reaching, if I remember correctly, you had things like different graduate programs you were considering, was pastry chef on the list at one point, you were considering a lot of different avenues. So tell me a little bit about what you were considering and how you went through and progressed to deciding, "what directions should I go?"

Divya 18:40

Yeah. I definitely explored far beyond kind of my industry. Yeah, I think it was really from Phillip's encouragement. He, at the time, was like, "You just did this big thing. You quit. You never thought you would be able to do that. And the world is your oyster. So don't, kind of limit yourself. Just go crazy, like, whatever you think you might be interested in." Because I really, truly, like, didn't know. I didn't quit with anything particular in mind. I just knew that I didn't like what I was doing. So yeah, I kind of just thought about the things that I like, you know, as hobbies in my personal life, and the things that I'm kind of interested in, like, topics that I'm interested in. And yeah, I landed on pastry as one of them. I like baking in my spare time. I have an uncle who's a pastry chef. So, like, there's a little bit of connection there. Health care. And, like, the health industry was another big one. I think, mainly driven by my experience with my dad. And so that took the form of, like, I know, I looked into, like, a few different grad programs, and then I was looking at companies in the health tech industry. So yeah, it was really just a function of, "look at what you do enjoy" because I was kind of coming at it with a very blank slate and see, like, what can we pull from the things that you enjoy in your personal life, and what jobs are out there that might fit those boxes.

Scott Anthony Barlow 19:57

How did you decide not to pursue some of those options? Like, for example, pastry chef, or either of the graduate programs.

Divya 20:06

Yeah, I think, well, for pastry, I think it just came down to a lifestyle situation. I just don't think the lifestyle of a pastry chef. Ironically, when I was reading about it, and when I talked to my uncle about it, it sounds like a very similar environment to the trading floor, and that it's like, high urgency, you know, people aren't always... there can be yelling and there can be cursing, and people aren't always, like, sugar coating stuff. And, yeah, so it sounds very similar, but not in a way that I kind of wanted to go back to. And it's something that I do as a hobby. So I kind of felt like I didn't want to ruin that by making it something stressful for myself.

Scott Anthony Barlow 20:40

Yeah, that's really interesting. I think that's always a question that comes up for people. Not always, I shouldn't say always. Many times, it is a question that comes up for people that we get to help through, navigate through these decisions where it's like, "Hey, I know that I love this. I could see myself diving further into this. But is that going to ruin the experience that I have and the relationship that I have with this type of activity? Because it's fun and it's a hobby. And do I want it to be more than a hobby?" And I think that's a legitimate question. It sounds like for you, in this case, that would not have been a good decision for multiple reasons, not just the hobby side.

Divya 21:19

Right. Yeah, exactly. I think also like, yeah, I think the stress would kind of come from, "I would want to be a high achiever." and then it would also be, like, financially, I'm 28 now, I was 26-27 when I was going through this process. And so it felt like, you know, I'm still in a phase where I want to be saving as much as I possibly can. You know, I'm getting married next year. I want to have a family, probably. So that was kind of on my mind too, and I didn't want it to turn into something where I'm like, I know that opening like a pastry business and running it would be incredibly stressful. So, yeah.

Scott Anthony Barlow 21:57

Yeah. So it doesn't line up. So it sounds like you moved that off the list. That makes a ton of sense. I think those are really important pieces to recognize. What about the graduate programs?

Divya 22:08

Yeah, the grad programs, I think, you know, I kind of eventually narrowed down to psychology and physical therapy as the two areas that I was most interested in, and those are still on the table for me, I think. I just, I don't know, I didn't feel like I was ready at the time to jump into a grad program. I think those are, like, complete pivots from my background, so it would kind of require, like, probably a year of taking prerequisites. Yeah. So I kind of, now I'm looking at it as something that I could explore for a second career, when I'm done with this one. Whereas at the time, it just felt overwhelming to think about, you know, I just took some time off from work, and now I'm going to jump into a grad program that could be four, or five, six years, paying tuition and kind of not being able to work for that duration of time just felt like a bit too much of a stretch for me.

Scott Anthony Barlow 23:01

Yeah, and it didn't fit what you wanted, it sounds like, during that four or five or six years. But I think what's really interesting, I love how you're thinking about this, though, and not that, "Hey, I made this decision. Now, I can never go to a graduate program that I was potentially interested in." You're saying, instead, I hear you saying that, "Hey, this could be a future potential. I've not taken these fully off the table, even though it wasn't right for right now" or what was right now at that time. That's really cool. It really, truly is an iteration. And I love that you're looking at it like that.

Divya 23:34

Yeah, I actually, I think part of what helped me have that perspective is I spoke with somebody who I happened to meet while I was going through this process with Phillip, who is a psychologist now. And she started her career as a lawyer, and I think went back to school to get her doctorate in psychology in her early 30s, I believe. So that was kind of, that's what made me realize, like, "Okay, you know, I don't have to do it right now. It's not like the gates closed." So that helped me.

Scott Anthony Barlow 24:04

That's amazing. And I think that's part of the benefit for being able to go and have interactions with other people that have done these things or had these experiences, is you can pull from what's going to be useful to you as you're making decisions. So nice work. That's not always. It's easy to talk about on a podcast like this, and it's another thing, in its entirety, to go and actually do that. So nice job.

Divya 24:28

Thank you.

Scott Anthony Barlow 24:29

Yeah. So another thing I was really curious about, how did this particular opportunity that you're in now, how did that happen? You sort of take me through like beginning to end, because there's a lot of things that you did, as far as going from deciding where you wanted to spend your time and what could be potential options, eliminating options, like we talked about earlier, but eventually you accepted an opportunity, right? So how did that happen? Can you, sort of, take me through beginning to end. What did you? What did you say? What did it?

Divya 25:05

Yeah. So I kind of came across this over this past summer. I was kind of focused on reaching out to companies and, like, the health tech space, but I told myself that I think by the end of June, if I'm kind of not making headway, which I was, honestly, I was struggling to, I think, it was a tough time to be looking for a job at a startup, especially with no startup experience. So I kind of told myself, for my own sanity, to kind of stick to the timeline that I set for myself. I'm going to also reach out to old colleagues and let them know, you know, "I'm looking, I'm open. If you have anything that you think I would like, feel free to let me know." So I did that, and kind of reconnected with some colleagues from my previous job, and one of them put me in touch with somebody who works at the company that I'm at now, and I think maybe a month after I first spoke with her, she got back to me and said, "Hey, there's another team that I work with and they're hiring. I think you might be interested. Do you want to speak with them?" And that was it. I think it helps that, again, like the kind of sub-industry I work in is a very small world. So I was able to go back to my colleagues and say, like, "This is the team. These are the people. Do you know them?" And they knew, and they were able to give me really good advice and kind of feedback on the opportunity. So that helped a lot. I think, in general, I definitely seek a lot of advice, guidance, wisdom from the people around me. So it was really nice to be able to go to people who, like, know the people that I work with now, and are familiar role and who know me well. So I kind of trusted that they think it's a good fit, it probably will be a good fit.

Scott Anthony Barlow 26:41

Yeah, when you... So you were you're saying that this particular opportunity was a byproduct of you recognizing that within your overall comprehensive set of goals, you also had some timelines that you wanted to hit too. So you recognized that you needed to focus, not entirely on startups, but sort of expand the areas that you're looking if I'm understanding correctly. And then so that caused you to reach out to the people that you already had relationships with. And when you reached out to those people, like in this case, for whatever led to this opportunity, do you remember what you said, or was it an email? Did you pick up the phone? Did you text somebody? Or what did that look like? Get into the nitty gritty here for a minute.

Divya 27:29

Yeah. So this was an old client of mine. I texted him initially and just kind of let him know, you know, we'd been in touch already, so we hadn't fully fallen out of touch. But I kind of shot him a text and said, like, "Hey, as you know, you know, I've kind of been out of the industry for a little bit, and I'm putting feelers back out to kind of see what is out there. So if you see anything interesting, let me know." And he had already been, he had sent me some opportunities in the past, and then kind of stopped because he realized that I wasn't looking, you know, before that he would be open to sharing. So that's how it started. And then we eventually met up for coffee again to catch up in person, which was really nice and kind of you can speak more freely. And I think he got a better understanding of what specifically I was looking for and what I was not looking for.

Scott Anthony Barlow 28:14

And at that point in time, you'd already done a lot of this work for yourself to be able to say, "Hey, I don't want more of this, and I do want more of this area." So it sounds like you're able to articulate more of that. Well, what's an example of something that you told them at that time? Do you remember? I'm really putting you on the spot.

Divya 28:32

No, just, I mean, I'm trying to think of an example that's not hyper specific because I think so many of... there's, like so many tiny little things that mean something to people in my industry that are like gibberish to. I think I kind of was looking for it. So in my previous role, I was in sales, and I covered a bunch of different products. So it was a very, very wide span of things that I was responsible for. So essentially, anytime any of my 40 clients transacted in any of these areas, I had to be involved. And so this time around, I wanted to narrow that scope, and not feel like I was constantly kind of spread thin over six different areas, and feel like, okay, I'm working on one, I'm working on two, and I really understand what I'm doing to kind of combat that imposter syndrome from before. You know, a lot of times I felt like I was just like having to talk intelligently about things that I didn't feel like I could talk intelligently about, but I just had to.

Scott Anthony Barlow 29:29

Well, that does wonders for imposter syndrome.

Divya 29:33

Yes. It was kind of the perfect storm. So I knew, like, back into it, I wanted to be more specific in my scope and narrow it down so that I could kind of mitigate that feeling, and I could spend more time understanding what was going on and feeling like I had a good grasp on things, and not just like running around, you know, with my hair on fire. So that was one thing that I told him. And then, yeah, kind of led to the role that I'm in now, which is exactly that it's like, I focus on kind of two areas, and it's a lot more specific.

Scott Anthony Barlow 30:03

What else, you know, as you think about your role now, what else stands out that fits for you? Because we started out part of this conversation saying, you know, the role that you were coming from, you know, it was good for a time period, but it ultimately was not a fit at the point in time when you left. So as you think about this role, what else fits?

Divya 30:26

One really big thing is that I get one day remote per week, which is getting to be very, very rare in the finance industry. So that's huge. I think that, you know, my previous job was five days a week, or five days in office per week. So, and it was really... there was, like, very little leeway unless you were, like, actively ill.

Scott Anthony Barlow 30:49

That's an interesting one too. Because if I remember correctly, I think when you came out of the other role, you had thought you wanted to go 100% remote, and then determined you actually did want to spend some time in person. Is that right?

Divya 31:04

Yeah. I think that was just, like an overcorrection.

Scott Anthony Barlow 31:08

I don't want this. I want the opposite.

Divya 31:11

Exactly. I was like, you know, came out of, like, being in office five days in, like, a super intense environment, kind of constantly feeling. You know, I mean, we don't have cubicles, like I said, which is fun sometimes, but sometimes it's like, people are looking at me all day long. And so I kind of just came out of that, and was like, "I want to fall into a hole where nobody ever has to look at me again." And then I realized, like, you know, I definitely don't think that full remote would work for me. I just get, like, a little stir crazy and sad when I'm at home just all the time. So I think hybrid is perfect for me. And having that one day to work from home, and I don't know, be able to cook lunch and be able to throw a load of laundry in between calls, that means it makes a huge difference for me, especially, because I have to get in, you know, I usually get in between 7:45-8:00, so it's a pretty early start and just kind of having leeway helps a lot. I think in terms of other things that make it feel better this time around, isn't really actually related to the role, but I think it is more so my perspective on myself and on kind of myself within the context of a job. I think I was really able to shift away from feeling like my job was my identity, and feeling like, you know, if something bad happened at work, that was like the end of the world. I think I felt everything very, very strongly in my last job, like, performing well just meant so much to me, and I still want to do a good job. I'm not here to slack off. But at the same time, I think it's a lot easier for me now with the time off that I had, and with the experience that I had with my dad, and kind of realizing that I was able to step away for a year and I was able to come back and everything was okay. It just helped me to realize, "Okay, it's fine. You know, if you have a bad day, it's okay. If somebody gets mad, it's okay. If you can't solve all the problems, like that's fine, you know." And kind of not taking everything as hard has just made it... that's just like an emotionally exhausting way to live is kind of feeling very deeply. I think it's really the perspective now that helps me to kind of separate from things that happen at work and not necessarily bring that negativity home, which was harder for me to do. And I think also the fact that, you know, the first time around, I did kind of stumble into it, like I told you, I just kind of found myself there. And at the time, I did not feel like it was a good fit. Now, you know, I explored all of every path, right? I explored pages, like, I really took my time and looked at other options, and this is where I landed up. So now I feel like, okay, this is something I picked, like I looked at what else was out there, and I really thought about my experience in my previous role, and I made the active choice to come back, and that just feels like a much better position to be in than feeling like, "I kind of just ended up here. This is just the job that I got. And there's probably something like perfect for me out there, and I just haven't looked", because this time I've looked, you know.

Scott Anthony Barlow 34:11

Yeah, okay, so something else I gotta ask you about, let's back up here a year and a half, you know, almost two years. For someone else who is in the same type of place where you were, where you're like, "Okay, I know this is not a fit. I'm starting to recognize that a lot of my decisions here are being made based on fear. I want to do this anymore." What advice would you give that person who's in that place that's starting to recognize that they want to make a change? What advice do you have for them?

Divya 34:38

I guess I would want to add that, I think part of the process, the decision making process for me when I was trying to decide if I should leave with nothing lined up was it was like this big, scary question of, how am I gonna explain myself? You know, what are people gonna think when I start interviewing again and I have a gap on my resume, like, a gap on the resume is the worst thing that you could do, right? Like, I wasn't productive for an entire year. How am I gonna do that? And I think I probably had maybe 20 to 30 conversations with people across networking. And, you know, all of it added up. I think only one person seemed to negatively respond to that. The vast majority of people did not care, didn't even ask a follow up question. You know, I kind of, in my interviews, I always offered I said, like, you know, "I just want to make sure you know that I'm not working right now. Alright, so we're on the same page, and feel free to ask me any questions. Like, I'm happy to speak to that." And almost nobody cared. I think that was like, such a big fear of mine when I was deciding if I should quit, like, thinking about, and I remember I talked to Phillip about it at the time too, I was like, "If I'm going to do this, I need to get my story straight now, so that I feel like I'm ready when they come at me for doing this." I think if I had known back then that, like, everyone was very understanding, even in finance, which is not known to be an understanding industry, yeah, nobody cared. Nobody asked. And when they did ask, it was just to be like, "Okay. Is your dad okay?" So that, I think. would have been a huge reassurance to know. So if anybody out there is considering doing something similar to what I did, I think you might be pleasantly surprised that people are more understanding and people are like also just humans who get that things happen sometimes.

Scott Anthony Barlow 36:30

Most of the episodes you've heard on Happen To Your Career showcase stories of people that have taken the steps to identify and land careers that they are absolutely enamored with, that match their strengths, and are really what they want in their lives. If that's something that you're ready to begin taking steps towards, that's awesome. And we want to figure out how we can help. So here's what I would suggest. Take the next five seconds to open up your email app and email me directly. I'm gonna give you my personal email address, scott@happentoyourcareer.com. Just email me and put 'Conversation' in the subject line. And when you do that, I'll introduce you to someone on our team who can have a super informal conversation with and we'll figure out the very best type of help for you, whatever that looks like. And the very best way that we can support you to make it happen. So send me an email right now with 'Conversation' in the subject line.

Scott Anthony Barlow 37:22

Here's a sneak peek into what we have coming up in store for you next week.

Scott Anthony Barlow 37:28

It's 2025. A lot of people are struggling to even get interviews. It's a competitive market, and standing out feels harder than ever. And you might think if you could just get an interview or talk with that hiring manager, you'd absolutely crush it, and maybe you would. But what if I told you that all that effort could be a waste of time? There's one thing you need to do first, and once you do everything else after it will become much, much easier, no matter how tough the job market is. So what is it? We break down that game changing insight in today's episode of the Happen To Your Career podcast.

Scott Anthony Barlow 38:07

All that and plenty more next week right here on Happen To Your Career. Make sure that you don't miss it, and if you haven't already, click subscribe on your podcast player, so that you can download this podcast in your sleep, and you get it automatically, even the bonus episodes every single week, sometimes multiple times a week, until next week. Adios, I'm out.

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Leveraging Your Strengths for Career Fulfillment: How Self-Awareness Drives Career Success

on this episode

What happens when you truly understand your strengths and use them to guide your career? According to Petchell Luepke, it’s a game changer. In today’s episode, Petchell shares her incredible career journey, which spans industries from federal government to retail entrepreneurship, and now coaching. Her story highlights the importance of self-awareness and how discovering your unique strengths can be the key to unlocking a fulfilling, adaptable career.

Whether you’re transitioning careers, navigating a shift in your professional life, or just feeling stuck, this episode offers valuable insights into how leveraging your strengths can help you thrive. Petchell discusses how self-reflection, adaptability, and a strong support network shaped her own career trajectory—and how these same tools can help you make your next move with confidence.

Tune in to hear about the power of introspection, the role strengths play in shaping career satisfaction, and how to embrace change, even when it feels uncertain. Petchell’s journey is proof that the right combination of self-awareness and strategic risk-taking can lead to meaningful, exciting career changes.

WHAT YOU’LL LEARN

  • Learn how identifying and leveraging your unique strengths can transform your career and help you find work that truly fits you.
  • Discover why having self awareness (like understanding your values, passions, and blind spots) is essential to making intentional career changes and thriving in any role.
  • Gain insights on embracing change, taking calculated risks, and creating a career that aligns with your strengths and life goals.

Success Stories

All the stars aligned and I ended up finding the right thing at the right place at the right time, and it was you guys! Everything that you said was speaking to me and the things that you had done in the job that you had transitioned out of and into. Also how finding work that you love is your passion for people! Honestly, it was you Scott, I mean, the way that you talked about it, how passionate you were, I was like, there's no way he's gonna put out a faulty product. So I'm gonna try it, you know… I recommend you to all my friends, you know, even if they don't realize that they're looking for a new job, I'm like this is the first step, let's do this! Even if you maybe don't move out of this career. This is going to help!

Maggie Romanovich, Director of Learning and Development, United States/Canada

“It’s hard to find something that fits, that’s why so many people change careers. When I finally understood my strengths and how I could apply them it all made sense. It just made it easier to see what types of jobs and roles would fit me. In my new career I get to do the marketing that I love with a company I’m excited about.”

Kirby Verceles, Sales & Marketing Director

Petchell Luepke 00:01

If you get to a job that uses your strengths and you're passionate about, then you can't go back. You're like, "Oh, this is what this feels like to work in an environment where I really enjoy it."

Introduction 00:19

This is the Happen To Your Career podcast with Scott Anthony Barlow. We hope you stop doing work that doesn't fit you, figure out what does, and make it happen. We help you define the work that is unapologetically you, and then go get it. If you feel like you were meant for more, and you're ready to make a change, keep listening. Here's Scott. Here's Scott. Here's Scott.

Scott Anthony Barlow 00:43

When it comes to making a career change, most people jump straight to the tactical stuff– your resumes, your job searching, interview skills. But if you're looking to make what we call an intentional career change, the real work starts internally. Self-awareness has to be the foundation. You must deeply understand your strengths, values, what energizes you, so you can align your next role with who you truly are. And one of the most effective ways to fast track this process is by discovering and leveraging your top strengths.

Petchell Luepke 01:12

I realize my strengths are something to be leveraged and flexed in different contexts. And that sometimes my strength is a strength, and sometimes it can be a blind spot, and to recognize that and navigate that, and just that self-awareness is incredibly important.

Scott Anthony Barlow 01:28

That's Petchell Luepke. Petchell has made big moves across many different industries, including federal government, mortgage, healthcare, retail. She's gone from working as a senior executive manager for the federal government, facilitating meetings and large scale events, while earning six figures, to stepping away and being a stay at home mom when her kids were young. Later, she opened her own brick and mortar retail store, but eventually realized she missed the teaching and facilitating work she loved before kids, so she decided to move back into that. But this time on her own terms. The path led her to coaching, and years later, she's part of HTYC, our team, as a career coach, and that's what makes Petchell so amazing, and why I'm pumped to have her on our team. Beyond that, she's just an awesome person with a wealth of experience is her expertise as a Gallup certified strengths coach. And if you've listened to this podcast before, you know we're pretty big on using your strengths to guide your career, specifically Gallup's 34 Clifton Strength themes. And you know, this is one of many, but Petchell lives and breathes strengths of all kinds. She's an expert in helping people understand and leverage their unique strengths to build fulfilling careers. I'm excited for you to hear Petchell explain how she used her own strengths to navigate her career changes, and how understanding and leveraging your strengths can completely transform not just your career, but your entire life. Before we jump in here, I wanted to let you know that I'm not going to be leading this episode today. Samantha from our content team had the chance to sit down with Petchell and discuss her career. So I'm gonna let them take it away. Here's Petchell going back to the beginning of her career where it all started.

Petchell Luepke 03:15

My major in college was political science, and I was naturally drawn to how policies were made in this country and how it affected programming for the citizens of the US, and it was just interesting and intriguing to me. And particularly, I minored in why presidents become presidents.

Samantha Martin 03:35

Oh, that's really cool. I didn't even know that was an option.

Petchell Luepke 03:39

Yeah. So it was like this psychology. It was the psychology behind the politics. So that was fascinating for me, and that's where I started. And then I graduated with this degree in New York, and I really didn't think about career so much during college. I just went with what was intriguing and interesting. And most people were going on to law school, and I considered that, and I really wasn't excited about the tedious studying of the LSAT and more years of schooling at that stage immediately. So I took a job. And I would say that the beginning of my career was a series of jobs, and that's where I discovered things that I liked and naturally was good at, and things that just didn't really align or resonate with me. My first job was I was a mortgage broker for a bank, for a very large bank, and I was in the pre-qualification team.And what I discovered there was, I was really good at talking to people, and what I also discovered is that it's really important to ask the right questions. So when people are pre-qualifying for a mortgage, they have to have certain amount of money in the bank, they need to have certain savings, they need to have a certain income level. So it was super important, and you would get this red light or green light as you went through the questions. So red light was like a red flag, like they didn't qualify, and green they can keep going, right? So I learned it was really important, and I learned that you're asking people really sensitive questions about their background, and so the way you conducted yourself and carried yourself, building rapport with them was super important, and being humble in that conversation. Because at the end, if you told them they didn't qualify, I was, you know, there's a person at the other end of this, it's sales. So I also discovered I was sales because I loved that I was good at sales, naturally, and it was from building rapport in conversations with people.

Samantha Martin 05:36

You were like, "I thought, I just really liked presidents, and now here I am killing it in sales and mortgage."

Petchell Luepke 05:40

Yeah. You know, I realized I like talking to people and I'm building rapport with them, and though I wasn't sold on the product. I wasn't excited about selling mortgages. And I realized that because I became good friends with my work colleagues, and one of them, like, was really passionate into it and to this day, 30 years later, he's still a mortgage broker. And I noticed that my passion wasn't as similar.

Samantha Martin 06:10

So you realized the misalignment there was the industry, the mortgage industry.

Petchell Luepke 06:15

Yeah. So I said, "I got to do something else." And so I thought, well, I think a differentiator, because we're all recent college graduates. And I thought, "Well, maybe if I went back and got a master's degree and specialized in something."And so I went and got an MBA. So I did that. I got, yeah, I thought, and I learned... that's where I learned, I say, my MBA was like I learned this idea of you need to answer what problem are you trying to solve.

Samantha Martin 06:42

Did you have to do internships through your MBA, or was it...?

Petchell Luepke 06:46

Yes, that was actually a big requirement, an entire semester of working paid employment where you're solving some problem for an organization. And that was a really important part. You had to write a thesis on it, and that was your homework.

Samantha Martin 07:00

Did you enjoy the internship?

Petchell Luepke 07:02

So, I would say, what I enjoyed was the networking and opportunities that I got, and so that's a very interesting learning experience for me because I worked for a board member. He was a board of a university for the President, and they were having a problem training their faculty. Faculty, kind of, you know, they're prestigious and esteemed, and they research, and they don't really want to go to a training program. See, because they become a dean of a program, and they have to learn how to run something like a business. And so what I learned was, I loved to gather data about all these programs, what works. So I gathered the data and I put it together and I presented recommendations based on the data.

Samantha Martin 07:46

That seems pretty different from the people oriented job you were doing before that.

Petchell Luepke 07:51

It is. Yes. And if we talk about it through the lens of strengths, it makes a lot of sense. I didn't know my strengths back then, but now knowing my strengths, it makes a lot of sense. So I lead with the theme of influencing. And so I influenced, I made recommendations, and the president of the university loved the report and the recommendations. So I learned quickly, like I love taking data to inform decisions, and I have strategic to how to go forward with the information and influencing decisions and decision makers with that information.

Samantha Martin 08:29

When you graduated with your MBA, what was the next step for your career?

Petchell Luepke 08:34

I didn't know. Again, I was like, I still didn't know. I had all these experiences, and I still just didn't know what it was the thing. And so, because I got exposed to the president of the university and this project, I got to meet other people. And who was on the board was the CEO of the hospital. And so he had seen my work, and he said, "Hey, what are you doing after you graduate?" I said, "Well, I'm looking for some an opportunity." And they had a fellowship position, two fellowships they do nationwide searches for. And I was fortunate enough that I got the fellowship. And so it was a one year exploratory and it was for the hospital. So now I'm pivoting to healthcare.

Samantha Martin 09:22

Right. Like another different industry.

Petchell Luepke 09:25

And a whole other industry.

Samantha Martin 09:26

So how long did you stay at the role at the hospital? Was it at a hospital?

Samantha Martin 10:35

Interesting. So when you realize that you weren't enjoying the nitty gritty of the job, was it an immediate, like, "Okay, I need to find something else." Or how long did it take you to transition out of there?

Petchell Luepke 09:31

It was at a hospital for one year. And what was amazing about that was, so I got to be on the executive team and support to the COO. And so I attended the executive team meetings, and they said, "As a fellow, you can explore anything you wanted to." And so I had this natural curiosity. I said, "Well, can I watch open heart surgery?" And they said, "Sure." So I found myself now watching open heart surgery. Again, I had no interest in going into healthcare. But what was fascinating, I enjoyed information and I enjoyed learning, but I really enjoyed learning from the executive team, and I loved hearing the executive decision making that went into running and leading in a hospital. So I learned that I didn't love the nitty gritty of all the Excel spreadsheets that I got assigned to do that was very tedious for me, and I'll go back to my strengths when we get there. But it was... I had to do it, and I didn't love it. But then when we got in the meeting, where everybody was talking about the issues and how to move forward, that really engaged me.

Petchell Luepke 10:47

Well, fellowships are designed for kind of a shorter term early in your career to explore, that's what they're designed. And so during that time, though, I really again networked, because I had access to all these people. And so I went to the director of government affairs, and I said, "Hey, I would love to hear about", you know, circling back to that political science, that policy, how does policy influence the execution and running of an organization? How does it impact it? And so I went back, and I just said, "Tell me about your life, your career. What is the day in your life look like." And I told her my interest in policy. And I also got to during the fellowship, I got to go to Albany, which is the state government, to see hospital policy being discussed and how it impacted the hospital. And I found that really interesting. And so I went to her, and I told her all of that. And so by building that relationship and networking when an opportunity came up, she called me. I was actually in Albany, and she called and she said, "The congressman from Long Island, New York, Congressman for the US federal government and the House of Representatives, was hiring a legislative assistant. Would you be interested in the job?" 100%. And so I interviewed, and I got to go to Washington, DC and work for a member of Congress.

Samantha Martin 12:05

Oh, that's so cool. I'm learning that right now. I did not know that about you. That's really, really cool.

Petchell Luepke 12:10

Writing policy, which was incredible. So we took all of that, right? It's influencing kind of opportunity, but it also takes a lot of research in solving problems. You know, what problem we trying to solve? That's what federal government see like, what problem are you solving? What's out there, what works, what doesn't work? And writing policy that it can affect the entire country. So...

Samantha Martin 12:32

That's really cool.

Petchell Luepke 12:33

So I can share with you one of my claim to fame is I worked on the bill that, you know, when you subscribe to marketing emails, and at the bottom says you can unsubscribe. I worked on the bill to make that as law.

Samantha Martin 12:46

Oh, it has to be an option.

Petchell Luepke 12:48

Yeah, that you have to legally offer that. And so that has lived on all these years. And so that's pretty exciting for me, having gotten to work on something like that.

Samantha Martin 12:59

Yeah. Oh, that's fun to see in the wild. I'm sure. Just every email you're like, "Hey, that's me."

Petchell Luepke 13:07

I don't think about it that much anymore, but I think, you know, you think about your strengths, and these jobs where I have these series of jobs where I learned things that I liked about myself, and so once I got to Washington, DC and worked in policy, that's when I realized it didn't feel hard, it didn't feel like work. It was incredibly exciting and engaging. And so whenever you, I think, if you get to get to a job that uses your strengths and you're passionate about, then you can't go back. You're like, "Oh, this is what this feels like to work in an environment where I really enjoy it." So I was in Washington, DC for 23 years, but so I worked in the federal government for just, I think, like, six or seven years. And what happened was I moved... So this is where we moved to leadership development and coaching. So I moved from being individual, so I moved into the executive federal branch and different agencies, and I went from being an individual contributor to a senior executive manager, so the top of the agency. And so this is a very different skill set, right, than being an individual contributor. And I would wonder, I wondered, how do I lead people well? And so I was in executive management, and I asked the question, "How you lead people well?" And that's when I went to a three day workshop getting to like, hold up a mirror to my own leadership of what I was doing well and maybe my potential blind spots. And it was the most powerful experience I'd ever had.

Samantha Martin 14:42

I want to focus on that for a minute. What was it that was happening in your role that made you say, "Wait a minute, I need to go do some type of training or something." What was happening in your role that was making you realize you needed, like leadership training or whatever you would categorize that as.

Petchell Luepke 14:59

Well, I was leading meetings, groups of people that were high level. These are six figure managers who are in charge of programs and projects. And I was, you know, the oversight of that. And so we'd be at these meetings, so we had a table of 20 people reporting on their projects. And a lot of times my boss would assign me to any project that was kind of behind schedule or off track in some way, and I was to get it back on track, or just a new initiative I would oversee. And so how do you... You're not doing the day to day of doing the project, you're leading other people to manage the project and the people under them. And I didn't have experience doing that. I knew I have had good and bad bosses before, but I didn't even know what those skills really were.

Samantha Martin 15:46

Gotcha. So were you the one that went to your leader and said, "I need to go."?

Petchell Luepke 15:52

Yeah, I did. And it was three days 10am to 10pm, and I got feedback in real time. And the thing was very curious to me was people gave me feedback that I didn't even realize was a strength. And I think that's really important. I think people don't realize the thing that they do naturally, that they're good at, they might not even realize it's a strength, and that that's what they bring to the table.

Samantha Martin 16:16

When you came off of that training and went back to your role, were you... Did you enjoy them more because of the training? Or did it leave you wanting more, like wanting to move on?

Petchell Luepke 16:27

I wanted more, and I was practicing and trying my skill sets out. I realized my strengths are something to be leveraged and flexed in different contexts, and that sometimes my strength is a strength, and sometimes it can be a blind spot, and to recognize that and navigate that, and just that self awareness is incredibly important. And so I got really, really intrigued. And so I went to, I remember, at the end, I said, "How did you get that job to the facilitator?" I'm like, "What is this job that you have that you stand in this room?" And it's not just training. They use a lot of experiential exercises. And they would just, she would have this coaching conversation, one on one that was so powerful, like a five minute conversation, Samantha, that was so powerful that the person saw something in a different way that they hadn't seen before. And I was just in awe of this. And I said, "What magic do you do up there? How does..." Turned out to be strained, and there's a whole world of people who do this. And so that's when she said, "Well, you can volunteer with the organization and sponsor these workshops and put them on." And so I started sponsoring them for years and years. I went back to my world, but I continued to just volunteer and say, "I want to put one of these on. And then I would hire the organization to come in with their facilitator." And then in 2017 I finally went to my husband, I said, "You know what, I don't want to be the volunteer sponsor and just put it on. I want to be the person in the front of room facilitating these powerful coaching conversations. And he said to me, in response, "I'm surprised it took you this long to say that out loud."

Samantha Martin 18:02

Oh, he knew.

Petchell Luepke 18:03

He knew. That's a big pivot. You go for executive management. So like, "Hey, I want to start this whole new career."

Samantha Martin 18:09

Yeah, yeah. Because that was kind of your, I don't know what you'd call it, a better word for side hustle, but like, you know what you did on the side for fun.

Petchell Luepke 18:17

Yeah. Exactly. Hobby. It was a personal passion, it was a hobby, it was an interest. But in between there, so from executive management, I went and I had a baby, and I thought I was really into my career, and my baby had undiagnosed acid reflux for about two months, and just screamed and cried throughout the night, and I was like, "I can't go back to work right now. Like, I don't know what's happening here, but we're all exhausted. We have no idea what's going on."

Samantha Martin 18:46

You're shifting for sure.

Petchell Luepke 18:48

Yeah. So it was a shift. And, you know, a pause in the career. And then my daughter was six months old, I was pregnant with my son. And so I thought, "Well, this is really a time to stay home because between having a baby and being pregnant with another baby, staying home..." Yeah, so I stayed home for a year with them and going back to my roots of learning in MBA, it's like, "what problem are you trying to solve?" The problem was that baby stuff is really expensive. It's got a really high startup cost. And so when I was pregnant with my daughter, and I was executive management, I need to go buy suits, maternity suits that you wear for six months, and you spend a lot of money on, and then I need them anymore. And then I was pregnant with my son, I was staying home, and it was a different season, and I was going to the park, so I couldn't wear my suits anymore, and I needed another whole new wardrobe for six months. And I bought all this baby gear that cost a lot of money, and there was no second hand market. And that's when I came out with this idea to open up a consignment store, a reusable maternity stuff. And it turns out the baby business is a multi billion dollar industry.

Samantha Martin 19:52

Yep, as a mom of two young, and so I can tell you that it is. A lot of mandalas are in there.

Petchell Luepke 19:58

And so here I was, I had people say, "Do you have any retail experience?" I'm like, "Not really, no."

Samantha Martin 20:03

Yeah, but you knew the problem that needed to be solved and you were willing to do it. So what did that look like? The actual business of it? Was it online, or...?

Petchell Luepke 20:13

That was a brick and mortar store. So...

Samantha Martin 20:15

In the DC area where you still were?

Petchell Luepke 20:17

Yep. And this is, you know, an area that can support this, there was a lot of working moms in the gym, and they shop and buy stuff online, and maybe didn't fit or work out. And so they don't resend, or send it back. But people are really environmental conscious too, so they like the repurposing aspect of it. And so it was just a great business model because of the need of a community. And so we had 3000 consigners.

Samantha Martin 20:46

Oh, wow, that's such a busy area too. That's probably a great place to have that store. So it seemed like, from how you're telling it, that it was like almost the perfect pause from the realization going from the executive management to realizing you wanted to take the hobby on as your full career, and then you had a baby, were you still thinking about that during that time, or was it kind of just put to the back of your mind?

Petchell Luepke 21:15

I still volunteered and put them on. Definitely not that first two years, not the first year of the babies. And my husband and I actually jointly sponsored, and so he just took over the responsibility that I had babies. And so yeah, and then I learned a lot running a business. And so I started doing, like, small business coaching and consulting because that makes sense. I'm running my small business and so I could support other business owners.

Samantha Martin 21:47

Yeah, was that a local...? Did you know people that you saw needed it?

Petchell Luepke 21:54

Yeah. I mean, when you're a small business owner, you're doing everything in the business and on the business, and it's a lot of work. It's a very exciting and engagement, but it was easy. Once I got certified, I would reach out and say, "Hey, I need to get my hours in coaching. Can I go to for like, really low cost?" Yes. And so it was this mutual beneficial way to get started.

Samantha Martin 22:15

Was it people in the area of, like, the chamber that you were a part of? Or...

Petchell Luepke 22:20

Yeah, they were all... So where I was... I was really fortunate there was a lot of small business owner. Most of the small is not a lot of big chain stores, it was mostly small businesses, all like local people. So it was very easy to find clients that way.

Samantha Martin 22:35

That's pretty interesting. Because you kind of just said it like, "Well, naturally, I started a small business, and then I started coaching small business owners", and that just seems like a big step. So how did you realize, "I need to do, or I want to do more than just running my own small business."? So what made you want to do more?

Petchell Luepke 22:56

Well, so going back to the lens of my strengths, and I didn't know my strengths then, but now I do. And I thought, so activator is my number one strength, and people with activator, that talent theme, lends itself to entrepreneurship. It lends itself to taking calculated risks. It lends itself to a sense of urgency and energy and enthusiasm and excitement to be there for yourself to get things started or to motivate other people to get things started. And so it was very natural for me to start the business. The people around me, like, "Are you a little worried about this failing?" I'm like, "Not really. No. I have, like, a contingency plan. My husband's really supportive, so let's just go for it." It was very... it was one of the most exciting times in my career, was getting a business off the ground. And that first 18 months was really a peak highlight, like it was just went with everything, all my strengths, building something from scratch that I didn't have really a lot of experience in. So, I'm really resourceful because I'm input, and input likes to gather information and resources, so I did that to get it going. And so it was a very exciting time. But the thing about activator is that once it gets, and I didn't know this then, but once it gets steady state, it's a little boring,

Samantha Martin 24:09

it's not as exciting as it once was. There's not as much going on. And then it gets stressful, probably with the, you know, needing to hit the numbers and all that.

Petchell Luepke 24:17

Yeah. I mean, so what would happen is I would hire a manager to run the day to day operations. And this is one of the things I learned, I heard from Gen Z, she was amazing, and she was so brave. She wanted me there with her, pouring into her, pour into the store, and I didn't want to be around that much. I was like, "You got it. Like, I trust you. You're amazing. You're so good." And since there, I regret like not spending more time with her because I didn't realize through the lens of my activator, it doesn't excite me. But it's really about going back to my own leadership to lean employees well, that's what she needed. I didn't respond to because I was, like, giving into my activator. Activator wants to move to the next thing. So I can go now coach other business owners. I was moving on to the next thing. I already started this thing. I want to go the next thing. You're in a steady state, you're good. I have somebody in place.

Samantha Martin 25:04

You're like, "No, I believe in you. That's why I hired you. You got this, here's the confidence girl. Go get it. I'm gone."

Petchell Luepke 25:09

She was amazing too. I mean, she graduated college and she was running my small business. And it was just incredible how great she was. I was like, "Exactly. You got this. Steady state, you run it, and I'm gonna go plant another thing over here, and I'm gonna keep doing new things." But I also I love strategy, though, so I really did a lot of strategy meetings for the staff at that point of like, "Hey, let's look at our numbers. Let's look at how sales are going." And I also knew intuitively, what I really learned running that business was, whenever I hired somebody, they'd get hired for whatever role, sales associate, manager, part time inventory. But I would ask them, "What do you like to do?" And I would give them that thing to do it. And that, right, the reality of the results of somebody doing what they like to do, it always made my store more profitable.

Samantha Martin 25:58

So you were, you had started coaching small business owners, and then it sounds like you were really thriving off of coaching, I guess, your employees at your store. So when did you put it all together and think, "I think this is kind of what I want to focus on doing."?

Petchell Luepke 26:14

So that was 2017. And so it was about two years before I sold my store, and that's when I got certified in becoming a coach, and that was when I got introduced to strengths because they had a strengths coach come in and do our assessment. And I just remember looking over my shoulder like, did someone like, how in the world did this assessment know this about me? And it gave words to, like, my experiences. And I mean, I was just like, blown away that, like, "Oh, this makes so much sense the way I've carried out my career journey. It just reflecting and how it mirrored and aligned with it." And it was incredible.

Samantha Martin 26:59

So I want to call out before... I want to touch on strengths in your career, but before that, I want to make sure that people realize that we talk about strengths all the time on the podcast and signature strengths, but we always go back to the 34 strengths that Gallup has identified. So we talk about those strengths all the time, and you are an officially certified Gallup strengths coach. Correct?

Petchell Luepke 27:24

Correct, yes.

Samantha Martin 27:25

So you know a lot about strengths, and that is so intriguing to me, personally, I could talk to you about strengths, I think, for the rest of the day. So now that you have moved into coaching fully, what did you realize that you had been pulling from throughout your career, in your strengths that led you to career coaching and that feeling like the best fit for you?

Petchell Luepke 27:50

Yeah. So I think, right, so I lead in the domain if you have your full 34 report, page 21, will outline the domain, and your domain is your default leadership style. And it's a logarithm based on, you need your full 34 report to know your domain. But there's four domains, and that gives a framework for the 34 talent themes. And so I lead with influencing. So one is, I like to have an audience and influence other people. So that's important to understand, right? And so when you're coaching, you are getting to work with somebody. So people with influencing like to work with other people and collaborate. But my number one talent theme is activator. And activators like to encourage and have a sense of urgency. And so what I notice is that I have a genuine curiosity about other people's jobs, and do they love what they do. And that was a natural place that I would ask people questions.

Samantha Martin 28:53

Yeah, you are already doing that all throughout your career. Just walking up to the front of the room and being like, "So how did you get this job?"

Petchell Luepke 28:58

Yes. In fact, my dad, when I was a child, would say, "Gee, you asked, like, nosy questions." And so, as, like, a little kid, I would, like, just ask. I would be with a lot of my kids. I have teenagers, and I'm on line at the grocery store, and I'm very curious about people, and they're like, mortified. They're like, "Why do you have to talk to everybody?" Well, it turns out that I'm woo, winning other people over. And so I love the social interaction with like complete strangers. It's very like, remember your strengths are something you can't not do. You're compelled. You are compelled to do it. So this is just my natural way of being and understanding that is really important for finding your career. So I think the combination of my talent themes, you know, it just tells you how you do things. And so having woo is I want to connect with another person, I want to influence people, and I also have empathy, which means that I don't... it's not that I have empathy for you, it's that I can automatically feel what you're feeling. So that really helps me with clients. They might be saying one thing, but they're feeling something that they're not putting words to. And I sense, and I pick up on it. And then I have the talent theme command, which is like someone who will directly speak into something, like, I can't not speak into the elephant in the room. So I think the combination of that empathy and command and woo and input, so input is really a key talent theme for me in my coaching, because I love to collect resources and information for the purpose of sharing it with clients.

Samantha Martin 30:35

That's so important as a career coach or any coach in general. So let me ask you, what advice would you give someone who is in a role where maybe they're feeling misaligned or realizing it doesn't bring them energy, or they're just interested in something else and want to move on? What advice would you give them as like the first step?

Petchell Luepke 30:58

I think a really good first step is introspection in looking at it through your lens of your strengths. There are so many talent assessments out there, and a lot of companies use them, and I think they give good insights, and they're complimentary to CliftonStrengths. I think CliftonStrengths really does such a deeper dive, so the odds of somebody else having your top five talents in the same order is one in 33 million.

Samantha Martin 31:26

It's like your career DNA, almost.

Petchell Luepke 31:28

Yes, I love that. It's your career DNA. It's completely unique to you and or almost really unique to you. And I still haven't found my strengths twin. There's a website you can put in your strengths and find your strengths twin. And I haven't found my strengths twin. So I would say, really, no, and look at your successes, look at your successes and see how it maps to your strengths. And every strength is going to have a need and knows what kind of environment it needs to be in. So my strengths, for example, with ideation and activator, I need places that I'm allowed to bring ideas and I'm allowed to fail, and I'm allowed to, with command, get feedback and course correct. So I love those kinds of environments. So anything that's like new initiatives getting things off the ground where ideas are accepted, right? So my husband also has ideation, and he was in an event space where he, like, gets to do all kinds of fun events and try out new things. And if he works in a space where they like say, "No, we don't have the budget for him", over and over again, he can't stay there, because he's got to try out, right? And so that's why it's really important to understand. If you understand your strengths, when you're on a job interview, you can ask the questions that like, no, we're going to play to your strengths. "Hey, how many times do I get an opportunity to be creative?" Well, you can find that in job interviews. "Actually, we don't really... We like ideas, but we really don't have a budget for it. We're gonna table those for a year or two." Well, then you know that going in, right? And so you can have that honest conversation and understand whether you're a good fit or not. So I think that introspection is really important to get your CliftonStrengths, get your full 34 report. You'll see your blind spots so that you know how to manage those, and you can really kind of map out the kinds of environments that you would thrive in and would engage you.

Samantha Martin 33:12

How did, I guess, that leads me to wondering, what are the signs that you are not working in your strengths, or you need to learn a little more about them so that you can figure out how to do more work in your strengths?

Petchell Luepke 33:28

I would say, I think if you find yourself complaining, if you find yourself complaining to me, complaining is a sign of longing for something.

Samantha Martin 33:36

That's good. So can you give me an example of maybe a client or something.

Petchell Luepke 33:43

I mean, I was just thinking like, if you're complaining about your boss, right, you're complaining about your boss. Well, what are you really complaining about, right? And so maybe that you're longing to be heard more, and maybe there's a conversation you need to have with your boss. So what could that look like? So identifying what are you really longing for and what conversation is needed.

Samantha Martin 34:08

That's a good mindset shift, because it's like, okay, if you're complaining or you're thinking that something's so bad, like, well, what are you missing, and could it be fixed with just a conversation? Or do you need to leave or something else?

Petchell Luepke 34:23

Yeah. And it's like a discovery. It's really fun. And a lot of times I do exercises like, "Oh, I can't go talk to them. They're going to be so difficult." I already know what they're going to say, "I already have experience." And so I say, "Okay, well, then write that down what you think is going to happen, and then go have the conversation, and then record what actually happened." And people are usually pleasantly surprised, typically. And if they're not, if they're like, "No." "Like, how badly I thought it was, like, even better. It's more confirmation. It's more information for you to make decisions."

Samantha Martin 34:52

I'm feeling called out right now because that's what I tell myself every time. I'm like, "Oh, I should say this, this or this." I'm like, "I already know what's gonna..." You know? So that's interesting. I'm just coaching myself right now. That's what I'm using this time for, I guess.

Petchell Luepke 35:08

Perfect. Like, really, that's what I'm saying, is coach yourself. Like, that's a really great skill to have, is coaching yourself. And you notice, like, "Oh, I do that", right? So then challenge yourself, "Okay, I commit to the next time that that happens, I'm going to have that conversation", or whatever it is, that goal.

Scott Anthony Barlow 35:31

Most of the episodes you've heard on Happen To Your Career showcase stories of people that have taken the steps to identify and land careers that they are absolutely enamored with, that match their strengths, and are really what they want in their lives. If that's something that you're ready to begin taking steps towards, that's awesome. And we want to figure out how we can help. So here's what I would suggest. Take the next five seconds to open up your email app and email me directly. I'm gonna give you my personal email address, scott@happentoyourcareer.com. Just email me and put 'Conversation' in the subject line. And when you do that, I'll introduce you to someone on our team who can have a super informal conversation with and we'll figure out the very best type of help for you, whatever that looks like. And the very best way that we can support you to make it happen. So send me an email right now with 'Conversation' in the subject line.

Scott Anthony Barlow 36:23

Here's a sneak peek into what we have coming up in store for you next week.

Speaker 4 36:28

The concept of switching jobs is something that I didn't know if it was going to be better or something that wasn't as prestigious and look as good on paper, didn't pay as well, whatever. The risk just felt massive to me to, like, move away. I was kind of paralyzed by the anxiety of, like, you know, okay, on paper, I'm in a great spot right now, I hate my life, but on paper, everything's great.

Scott Anthony Barlow 36:51

The career you once loved can quickly turn into a less than ideal situation when your personal life shifts or your priorities evolve. But when your career feels like a part of your identity, walking away can seem impossible. So how do you move forward when staying feels wrong, believing feels even harder?

Scott Anthony Barlow 37:09

All that and plenty more next week right here on Happen To Your Career. Make sure that you don't miss it, and if you haven't already, click subscribe on your podcast player, so that you can download this podcast in your sleep, and you get it automatically, even the bonus episodes every single week, sometimes multiple times a week, until next week. Adios, I'm out.

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Severance Package Negotiation: Asking for Exit Packages in Any Industry (Even Yours!)

on this episode

Severance isn’t something that is given much thought. Actually, it’s something many people try NOT to think about. It sounds like a terrible thing — you’re either on the wrong end of a layoff or you’re needing to leave a job (which is usually a stressful time!)

But there’s an entirely different way to think about severance — and if you understand the power of asking for severance, you can actually use it as a tool to assist in your intentional career change.

Now I’m not here to tell you that asking for severance is easy — it’s not; however, receiving a severance package is not impossible

In fact, people actually do successfully ask for severance at all different types of organizations, even in industries where severance is practically unheard of.

So let’s discuss how you can make the impossible, possible in your own career!

Could severance be your career change secret weapon?

Let’s paint the picture — You know it’s time to leave your role — maybe it’s draining you, maybe you’re just bored or your priorities outside of work are shifting . Whatever it is — you need to quit. (Still trying to figure that part out? Check out this episode: Should I Quit My Job Without Another Lined Up?)

But once you decide you do need to quit, that’s when things can gets really interesting because when it comes to How you quit — you actually have options, which a lot of people don’t consider.

One of those options is negotiating a severance package — and when we talk about negotiating severance, it’s easy to think we’re just taking about finances, but when you’re asking with the intention of making an intentional career change, it’s about a lot more — Severance can help you create space, both financially and mentally, so you can work on figuring out what your next step should be, what type of work truly fits you, and then transition into that next chapter with ease.

It’s a career change strategy that can give you a:

  • Financial runway to support your transition.
  • Breathing room to recover from burnout.
  • Mental space to focus on what’s next.
  • Time and bandwidth to explore a more fulfilling career path.

Negotiating your exit can transform what feels like an overwhelming leap into a strategic, intentional step toward your future

So instead of putting in your notice, what if, instead of you could use this transition to set yourself up for success in your next career move? But not only that — What if you could come up with a plan that makes your exit a great situation for your organization and allows you to walk away with a severance package?

Why severance isn’t selfish

You might be wondering, How could asking for severance ever be good for the organization? It sounds self-serving on the surface, but when done thoughtfully, it really can actually be mutually beneficial.

Now I’m going to ask you to think about severance as a service rather than just a payment. And it turns out that in many situations, paying a severance can actually be a great way to support the team and organization you’re leaving behind

Here are a few examples of how severance can benefit you and the organization:

  • Working ahead: You could use your remaining time to complete some projects or wrap up loose ends, with severance tied to hitting specific milestones.
  • Helping with the handoff: Training and onboarding your replacement can make the transition smoother for everyone and set the team up for success.
  • Avoiding costly disruptions: Sometimes by staying a little longer, you can help the organization avoid big headaches, like handling tax reporting or wrapping up quarter-end tasks. In those cases, paying you severance can actually save them time and money.
  • Leveraging retirement benefits: If you’re close to retirement, negotiating severance that includes retirement benefits can help the organization maintain stability during the transition, while giving yourself a financial cushion as you prepare for the next chapter.
It worked for Sandra and it can work for YOU – step by step

Now, I know what you’re thinking: That all sounds great, but it wouldn’t work for me. My situation is different.

Trust me — I’ve heard this countless times. There’s always resistance to the idea of negotiating severance. People think it’s impossible in their industry, or that asking would burn bridges.

But what if you could be the exception?

That’s exactly what Sandra did.

Sandra worked in education, where severance packages are practically unheard of. She could have quietly put in her notice and walked away. Instead, she decided to push through the discomfort, create a plan that would help her organization, and ask for what she needed. (You can hear Sandra’s career change story here: Leaving Education and Burnout Behind for a Journey to Meaningful Work)

Sandra framed her severance request as a solution to a problem—her departure during a critical time could have created disruption, but staying on for a brief period and wrapping up some loose ends allowed for a seamless transition.

With support from her coach, she approached her boss, navigated a tough conversation, and successfully negotiated the financial runway she needed to set herself up for success.

We’ve broken down Sandra’s strategy into five key considerations that you can use to tackle your severance negotiation.

  1. Assess Your Relationship with Your Boss Think about past conversations with your boss. Have you asked for things before? How did they respond? Approach the severance conversation carefully—don’t burn bridges. You might need their support or references later. If you’re unsure about how to handle it, get outside help to prepare. For tips on leaving on good terms, listen to this episode: Build Bridges, Don’t Burn Them: How To Leave A Job on Good Terms Make sure you’re handling this conversation thoughtfully. If your relationship is solid, you’re in a better position to ask for what you need.
  2. Research Company Policies Check your company’s handbook for severance policies, but know that exceptions happen. Many companies make one-off decisions when the situation calls for it. Talk to colleagues or search online to see what’s been done before. Be ready to explain why your request makes sense and aligns with past practices.
  3. Build Your Negotiation Plan Figure out what you need for a smooth transition—severance pay, health insurance, PTO, or other support. Think about what you can offer: hiring or training your replacement, wrapping up projects, or staying through a key period (like finishing a semester if you’re a teacher).
  4. Practice Your Conversation Don’t skip this! Practice makes a huge difference. Rehearse your approach and prepare for possible pushback. A clear plan gives you confidence for what will likely be an uncomfortable conversation.
  5. Have the Courage to Ask This is the hardest step, but it’s the most important. You’ve done the prep—now it’s time to ask. You might feel scared or unready, but courage comes first, confidence follows. Take the leap. The act of asking is often the first step toward building the life and career you want!

WHAT YOU’LL LEARN

  • How to negotiate a severance package, even in industries that typically don’t offer them.
  • How a severance package can turn into a win-win situation for both you and the organization — plus how to craft a plan that benefits everyone involved.
  • The steps to build confidence and frame the conversation when asking for an exit package.
  • How getting support from trusted allies can help you prepare for difficult negotiations.
  • The importance of having a financial runway and how a severance package can provide security during a career transition.

Success Stories

All the stars aligned and I ended up finding the right thing at the right place at the right time, and it was you guys! Everything that you said was speaking to me and the things that you had done in the job that you had transitioned out of and into. Also how finding work that you love is your passion for people! Honestly, it was you Scott, I mean, the way that you talked about it, how passionate you were, I was like, there's no way he's gonna put out a faulty product. So I'm gonna try it, you know… I recommend you to all my friends, you know, even if they don't realize that they're looking for a new job, I'm like this is the first step, let's do this! Even if you maybe don't move out of this career. This is going to help!

Maggie Romanovich, Director of Learning and Development, United States/Canada

“It’s hard to find something that fits, that’s why so many people change careers. When I finally understood my strengths and how I could apply them it all made sense. It just made it easier to see what types of jobs and roles would fit me. In my new career I get to do the marketing that I love with a company I’m excited about.”

Kirby Verceles, Sales & Marketing Director

Sandra Cloud 00:01

He granted me severance when they really don't do that. And it was because I asked. But I really needed support to ask for that because it was obviously such an uncomfortable thing for me to do.

Introduction 00:19

This is the Happen To Your Career podcast with Scott Anthony Barlow. We hope you stop doing work that doesn't fit you, figure out what does, and make it happen. We help you define the work that is unapologetically you, and then go get it. If you feel like you were meant for more, and you're ready to make a change, keep listening. Here's Scott. Here's Scott. Here's Scott.

Scott Anthony Barlow 00:44

Severance packages often aren't something that people give much thought. Actually, it's something most people try not to think about. It sounds like a terrible thing. You're either on the wrong end of a layoff or you're needing to leave a job, usually a pretty stressful time, right? But there's an entirely different way to think about severance. And if you understand the power of asking for severance, particularly at the right time, you can use it as a tool to assist in your intentional career change. Now, I'm not here to tell you that asking for severance is easy. It's not always even the right thing to do. It's not. However, receiving a severance package is not impossible. In fact, people actually do successfully ask for severance at all different types of organizations, even in industries where severance is practically unheard of. It requires a completely different level of thinking and expertise. By the way, this is an advanced level maneuver, and today we're gonna dive into this bold strategy and show you how asking for severance can not only benefit you, but also benefit the organization that you're leaving as well. And we're gonna show you some examples for how you can do this from Sandra's story, who you may have heard on the podcast back in episode 589. However, we cut this chapter out of her story at the time because we realized we needed to dedicate an entire episode to it. Because Sandra did what so many people claim is impossible. She negotiated a severance package in a field where it's pretty much unheard of. So let's discuss how you can make the impossible possible in your own career.

Scott Anthony Barlow 02:23

Before we dive into Sandra's story, we're going to cover the specifics here and her unconventional approach to severance. I want to take a step back and talk about why this even matters here. And, let me paint you a picture. You know it's time to leave your role, maybe it's draining you, maybe you're just bored, or your priorities outside of work are shifting, whatever it is, you may have outgrown it, you know you need to quit. By the way, if you're not quite there yet, trying to figure out if you should quit or not, we have an episode dedicated to that part of the process. That's episode 509. I'll link it up in the show notes, the description right on your podcast player. But once you have decided you need to quit, that's when things get really interesting. Because when it comes to how you quit, you actually have options, which a lot of people don't consider. One of those options is negotiating the severance package. And when we talk about negotiating severance, it's easy to think about finances, but when you're asking with the purpose of making a more intentional career change, it's about a lot more. Severance can help you create space, both financially and mentally, so you can work on figuring out what your next step should be, what type of work truly fits you, and then transition into that next chapter with ease. It's not for everybody, but it can be a career change strategy that can give you financial runway to support your transition, breathing room to recover from burnout, mental space to focus on what's next, time and bandwidth to explore or experiment with more fulfilling career paths. Negotiating your exit can transform what feels like an overwhelming leap into strategic, intentional steps towards your future. Okay, so instead of just putting in your notice, what if, instead, you could use this transition to set yourself up for success in your next career move. But not only that, what if you could come up with a plan that makes your exit a great situation for the organization and allows you to walk away with setting them up for success, as well as a severance package. Okay, this is where we cover why severance doesn't have to be selfish. I mean, it certainly can be, but it doesn't have to be, and I don't think it should be, quite honestly, I think it should be a great deal for all parties involved. You might be wondering, okay, well, how could asking for severance ever be good for the organization? And it sounds kind of self-serving on the surface, but when done thoughtfully, it can be mutually beneficial. Now I'm going to ask for you to think about severance as a service rather than just a payment. It turns out that in many situations, paying a severance can actually be a great way to support the team and organization that you're leaving behind. So here's a few examples of how severance can benefit you in the organization. It could be part of the deal that you're working ahead. You could use your remaining time to complete projects, wrap up loose ends, anticipate what's coming in the future, work on those upcoming projects with severance tied to hitting specific milestones. It could mean helping with a handoff like training and onboarding your replacement to make the transition smoother for everyone involved, and set your entire team up for success. How would that be, right? It could mean avoiding costly disruptions. Sometimes by staying a little longer, you can help the organization avoid big headaches like handling tax reporting or wrapping up quarters in tasks. In those cases, paying severance could actually save them time and money. It becomes an investment. Very cool, right? What about leveraging retirement benefits? If you're close to retirement, negotiating severance that includes retirement benefits or continues to retirement benefits, could actually help the organization maintain stability during the transition, or it might allow them, you know, to close out some of their past retirement packages if they've made changes during the time that you have been there at the organization. This is all very situational dependent. That's why this is an advanced maneuver. But I want to give you an example here. I actually had a family member negotiate six months of severance by staying on just long enough to train her... find and train her replacement, and this gave the organization the time that it needed to be able to stay on track through the hiring and onboarding. And by staying to transfer this knowledge and wrap up her responsibilities, she created value for both herself and all the people that she worked with. Pretty cool, right? The company agreed that six months of severance was a much better deal than risking costly mistakes. And to be clear, in this situation, this was six months of severance beyond the additional claim that she stayed. So, a great deal for her, a great deal for everybody who was impacted in the organization. But let's talk about Sandra's case. Because if you did listen to episode 589, with Sandra, you might be thinking, "Okay, all that sounds great, but it wouldn't work for me. My situation is different." That's what we tend to think as humans. This is a form of psychological bias, and it protects your ego, and it's really wonderful at certain times, it also tends to hold us back. So I've heard this countless times since we've been doing this since, I don't know, when did we start–2012 and 2013 is the business. And there's always resistance to the idea of negotiating severance. People think it's impossible in their situation, their industry or asking would actually burn bridges. Maybe that's true, but what if you knew how to do it so you could be the exception? Well, that's exactly what Sandra did. And to be really clear, I'm not sure that I would recommend this advanced level maneuver, going alone without taking a partner that has expertise in these areas. And that is what Sandra did. Sandra worked in education where severance packages are practically unheard of, people can get easily offended, and she could have quietly put in her notice and walked away, that's a thing that could have happened. Instead, she decided to push through the discomfort, create a plan that would help her organization and then ask for what she needed. Now, Sandra framed her severance request as a solution to her problem, particularly her departure through a critical time that could have created disruption. So it's her problem because she felt attachment to this organization, she put a lot of time and effort the school, in fact, that she put a lot of time and effort into getting it to the point that it was at, and also it's a problem for all the people that she was leaving behind. And instead of just leaving, she agreed to stay on for a brief period and wrap up loose ends and actually be able to work ahead to set that organization up, this school in education, for the entire... basically about a year ahead, almost. With support, she built a plan to approach her boss, navigate a tough conversation, and ended up successfully negotiating the financial runway she needed to transition to her next steps. What we've done here is we've broken down Sandra's strategy into five key considerations that you can use to tackle your severance negotiation.

Scott Anthony Barlow 09:54

Okay, let's dive into how she made the impossible possible. Number one, let's talk about assessing your relationship with your boss. This is a big deal. Reflect on past difficult conversations with your boss. Have you asked for other things in the past? How did that go? Approach the severance conversation with care and, of course, strategic planning. We're not wanting to burn bridges here, so instead, this is the part where you're likely to need support and likely to need outside perspective to assess. Is this very likely to work in your situation? Do you have the level of relationship? If you feel like you have a great relationship with your boss, that's a good sign to be able to consider next steps. If you've had past conversations that have gone particularly well, difficult conversations for your boss and for you, then that's a sign that you may be able to go forward here. In any case, I want you to get an outside perspective in order to understand is this a possibility, in addition to these road signs that I'm giving you here. Okay, by the way, we have an episode all about how to navigate relationships when you're leaving a job, it's called, Build Bridges: Don't Burn Them. How to Leave a Job on Good Terms. It's episode 551, we'll put all the mentions and references here inside the show notes, so you can just go in and click on it and listen to it if it's relevant for you. But this is step one is, assess do you have the potential relationship in order to make this possible for you? Most people, this is a fun thing that we found. Most people that are taking the time that care about developing themselves care legitimately for other people, they typically build those relationships naturally without even realizing it. So most people that are listening right now, if you're listening right now, chances are high you might already have that type of relationship in place without even knowing it.

Scott Anthony Barlow 11:55

Okay. Number two, I want you to go into this having an understanding of what your company's past practices. Could be policies, but usually we're interested in past practices for severance because the policy made different from the past practice in one way or another. Often, organizational policies are written for what is going to meet legal criteria or prevent additional risk. However, what is done behind the scenes could be completely different than what are those upfront policies. This is something I've seen over and over again. It is something that many people don't quite understand how that can work behind the scene unless they've delved into risk assessment from a legal perspective, or sometimes, if they've worked in HR or gotten to see behind the scenes how that works, maybe they've been in, I don't know, maybe you've been in a high executive level where you've seen this thing happen and taken in HR or a legal partner in order to do it over and over again. You'd be surprised how many organizations offer severance outside of the usual policies. If the situation warrants it, I would encourage you to speak to former colleagues or even people who have left the organization, so you can find out how it's been handled, and be able to collect some information in one way or another. And by the way, in the past, I worked in HR leadership, for a variety of different companies, who only did severance in certain situations on the norm, or, you know, in front facing policies. However, being on the HR team, there were so many specific situations where we went outside policy to provide severance. And I'll just give you a quick example. One of them in particular was somebody who was a former high performer in the organization, had a wonderful track record, been there for many years, and in his case, his performance started to dip significantly. It was no longer a great fit for the organization, but had this wealth of knowledge, and had all these balls in the air in the form of different projects and other things along those lines. So it was definitely time for him to go. It was no longer going to be a great fit for the organization in the future. But also needed to make sure that all of these balls weren't dropped and they were handed off and set up accordingly. So worked with him over a period of a couple of weeks to be able to wrap up, negotiate severance, and send him on his way and so that we could bring in a new person who would be a better fit, and he could get to a place that was going to be a better fit for him, quite frankly, and it ended up being a wonderful deal for everybody. I think in that particular case, I think that it was a pretty small amount of severance. I think it was like two months or 10 weeks or something along those lines, not a massive amount, either way, nothing in our policies saying that that's a normal thing that we would do. But it created this soft landing for him, and it avoided all of the normal performance types of processes in many different ways, was really truly the right thing to do in this person's case and for the rest of the team too. Point here, I want to make sure you have a good grasp on your company's history and policies. Also want to make sure that this gets integrated into your strategy as you're building it to be able to explain why this is a reasonable request, beyond reasonable, why it's actually a great thing for you and the rest of the organization.

Scott Anthony Barlow 15:34

Okay, this is where we move into building your negotiation plan. What do you need for a smooth transition? What's your ideal package? I want you to consider factors like severance pay, health insurance, PTO, what are you able to offer? What value are you able to create as you exit? Sometimes, it might be you vacating the spot, like in the example I just gave, like that truly was a value for the organization. We needed to vacate that spot and get somebody else in there that was going to be a great fit, and do that quick so that could be value on itself. But other types of value can you hire and train and find a replacement? Are there projects that are going to be incredibly high value for you to focus on? Are there things that you can work ahead on? We've given all of those examples here, those are great places to start. Or is there a reason why for staying on for a certain time frame that would benefit your company? Like, if you were an accountant, particularly like a tax accountant, they might not like you to stay on through tax season. Or a teacher, they might appreciate it if you could finish the semester out. In any case, make sure you figure out your needs before the conversation, so that you know what you want and what you can ask for. And usually if you listen to any of our advice on negotiation, of any kind, we want to develop a negotiation plan. The most basic pieces of a negotiation plan here going into it are understanding what your minimums are that you'll accept in a variety of different areas and your ideals or targets that you would love to receive or end up with. You don't have to share that minimum with your boss or whoever you're negotiating with, but it's important for you to know and you understand so that you don't accidentally or unintentionally accept below that minimum. Sandra, for example, asked for twice what she needed that she asked for much closer to her ideal target, because she knew her boss well, and she knew asking for double would likely land her with what she actually required to be able to leave. So here she is talking about how she came up with her negotiation plan.

Sandra Cloud 17:45

So, actually, when I first talked to my director about leaving, there's a thing in schools that apparently I was not as right about that as I thought that I was. But one of the things that you try not to do is leave mid year, mid academic year. That can be pretty hard on a school to try to scramble and figure it, figure that out. So I was really determined to make it through June, if I could of this year. And so my original intent was to ask him to figure out either some type of sabbatical or me working from home on Tuesday, Thursdays when I wasn't teaching, some way that I could still do, you know. So open enrollment for the school was in March, and that's a pretty busy time for marketing, so I didn't want to leave them in alert on that end. And so that was my original ask. And he actually said, "Well, why don't you leave in December? You know, it sounds like, health wise, that might be a better plan for you. It also sounds, you know, we have a beautiful Christmas party every year on the last day of school before Christmas break and you could winter break so you could go to the party and say goodbye to everybody, and that could be it. And I was a little resistant. And he said, "Well, what's your resistance?" And I said, "Well, all these things, I don't want to leave you in the lurch." He said, "Well, I think if we have you just focus on getting the marketing things in place then, you know," because that's also the end of our, we do spring term and fall term, so that was the end of the term. So he just wouldn't schedule me to teach any classes in the spring. So I noodled on that, and that's when I thought, you know, Oregon, getting a job in Oregon in January is not an awesome perspective. I just couldn't figure that out. I hadn't yet thought about tapping into my retirement account, and so it made me really nervous, and so I was just honest with him and said, "I can't imagine trying to get a job in January. Is there any way that you can do severance pay?" And I went through that terribly uncomfortable conversation. And after I talked with Ben, it was really good to have somebody to just to bounce ideas off of and brace myself with. So when I had that conversation with him, I've watched him negotiate before, and he likes to negotiate. And so I knew if I was... My tendency is just to say, "this is actually what I need." But I just had this feeling that I needed to ask for double what I wanted, which was at least two months salary. And basing, you know, if you look at businesses, they do a lot more in severance than two months. Education is not known for paying any severance at all. So he talked with the powers that be on his end, and they ended up granting me a consultant fee for my January paycheck, basically, and then had me continue on payroll as the marketing person, even though I got all the marketing done by December 15th. So everything was ready, everything was shared out, all the things that I take care of, I'd mapped out. And it's amazing, you know, I'd been so tired for so many years that I'd never gotten to the marketing really much before the first of December, and it carried through always until open enrollment in March. But somehow, having the clarity of what my next was, my activator and my strategy kicked in, I got everything done so early, so much earlier than I'd done for years, which felt really good to have all that time. So yeah, he granted me severance when they really don't do that. And it was because I asked, but I really needed support to ask for that, because it was obviously such an uncomfortable thing for me to do.

Scott Anthony Barlow 24:21

I heard you say, "I was really proud of myself because I went and did it anyways", even though it was insert all the emotions here, like, scary, uncomfortable, anxious, like, all the things, right? And you did it anyway.

Scott Anthony Barlow 21:42

To make the conversation go as smooth as possible, I want you to build a plan to maneuver through the conversation that you feel good about. This includes points you want to be sure to hit on, and that takes us to our next step, which becomes practice the conversation. By the way, a lot of people skip this step and then they realize it too late. When you're face to face with your boss and you can't think of how to approach it or what to say first, or you didn't prepare for something to go awry, I don't want you to skip this step. There are at this point, many different studies that if you do simple run throughs, simple practice in a variety of different ways, then that's going to increase your confidence going into this. So that might be a mock conversation with a partner. That's a lot of times what we'll do here with our clients. It might be charting out and having you record a run through of what you're going to say, so you can see yourself on video. That feels painful for people, but it makes a huge difference having gone through it and understanding how it's going to come off. Any case, you have to be able to have practiced it in one way or another that's going to change how the actual conversation goes. And also have a plan for how you're going to handle potential pushback. Having this rehearsed plan gives you the confidence to tackle the conversation that will likely feel uncomfortable at first. Okay, this last step is gonna sound ridiculous, but it is making the ask, having the courage to ask, in fact. You might think this goes without saying, obviously, but it's the hardest one, so we need to talk about it. You've done all this work to prepare, it's time to do the asking. You're probably going to be feeling so many emotions– could be scared, could be uncomfortable, anxious, all the things. Maybe you don't feel ready, often at that point, your brain will talk you out of it, or at least attempt to, you're never likely going to feel absolutely 100% ready. Why? Well, the one thing I've learned after working with thousands of people in all different types of negotiation, is that courage usually precedes confidence. Meaning, you don't need to feel fully confident to take the first step. Courage will help get the ball rolling, and then confidence will follow after you've done the thing. It's backwards, and it kind of sucks in the moment. But it's the truth. I promise the confidence will appear when you've just about given up hope. Sandra's story shows that the simple act of asking can be a huge leap toward creating the life and career that you want, even when it feels scary, just asking can create the space for opportunity to materialize. By the way, here's Sandra and I discussing exactly how it felt for her.

Sandra Cloud 24:33

One of the things that had happened was I said, "Ben, do you think I should ask for severance?" And he said, "Yes, you should ask for severance." So he helped me come up with the way I was going to ask. And I got to tell you, Scott, I am a fairly confident person. My boss and I have a friendship, as well as a mentorship, as well as he's my boss, like very multifaceted. I squirmed. I turned beat red. I brought out in sweat. I couldn't look directly at him. I had to look in my lap to get through this conversation to ask for severance. So I was really proud of myself for doing that. And I asked for twice what I needed, knowing how he tends to operate. So he gave me half of what I asked for, which was actually what I needed. And then I realized, I could tap into my retirement. I could just take some time and heal up. And so I did that. So now my slate is clear, like, I have no commitments, and I can start resting and trusting myself and listening to what my body seems to want.

Scott Anthony Barlow 25:39

Okay, you've heard Sandra's experience. Let's quickly cover those steps again that you should take to prepare for your own exit package conversation. I want you to assess your relationship with your boss, do your research, outline your negotiation plan or your ideal package, as well as your minimums, I want you to practice the conversation. And then, of course, the ask itself. And those are the steps when we really break it down. Next time you find yourself thinking something like, "That is just not possible in my situation." Or, "that could never work for me." Whether it's doing work you love, getting paid a certain salary, taking a month off to travel, which I've done numerous times, it's definitely worth it, by the way. We're asking for severance. I want you to think about not my situation, but Sandra's situation, or the other stories that you've heard here on the podcast. All of the stories that we tend to share are people who, at one point in time, thought it was impossible for them. But what if you could be the exception? Maybe it's impossible for some people, mostly because they won't move forward. But the biggest thing allowing you to be the exception is thinking about, "Why not you? Why not?" It's going to be somebody. Why not you? Don't wait for the perfect moment, make the choice now that your future self will thank you for. By the way, whether that's asking for severance or making a career change or leadership coaching, or anything else that is in your career that's a challenge or problem or aspiration, those are the things that we help with. We would love to be able to support you. Feel free to pick up your phone, go into your email right now. Email me directly, Scott@happentoyourcareer.com and put 'Conversation' in the subject line. I'll connect you with somebody on my team. We'll figure out the very best way that we can support you. That's Scott@happentoyourcareer.com put 'Conversation' in the subject line. And again, all the resources that we mentioned, you can find it in the description in the show notes.

Scott Anthony Barlow 27:35

And here's the sneak peek into what we have coming up in store for you next week.

Speaker 3 27:41

If you get to a job that uses your strengths and you're passionate about, that's like, then you can't go back. You're like, "Oh, this is what this feels like to work in an environment where I really enjoy it."

Scott Anthony Barlow 27:55

When it comes to making a career change, most people jump straight to the tactical stuff– your resumes, your job searching, interview skills. But if you're looking to make what we call an intentional career change, the real work starts internally. Self-awareness has to be the foundation. You must deeply understand your strengths, values, what energizes you, so you can align your next role with who you truly are. And one of the most effective ways to fast track this process is by discovering and leveraging your top strengths.

Scott Anthony Barlow 28:24

All that and plenty more next week right here on Happen To Your Career. Make sure that you don't miss it, and if you haven't already, click subscribe on your podcast player, so that you can download this podcast in your sleep, and you get it automatically, even the bonus episodes every single week, sometimes multiple times a week, until next week. Adios, I'm out.

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Creating Your Ideal Career Path by Embracing Your Passion

on this episode

What if you didn’t have to escape your job? What if the place you were your happiest and the place you found your solace was actually where you worked?

Steph transitioned out of the military after serving 7 years as a Marine Corps Officer. She then landed a job with Amazon, and over the next few years found that although she was growing in the company, it was not a good fit.

She felt like she was living two lives. Steph loved her life outside of work but was not enjoying her work and did not feel like her full self when she was there.

Steph had known for almost 9 years that she felt the most alive, and the most like herself, in fitness studios, but she had never allowed herself to believe that she could actually build a career in fitness. When she finally decided enough was enough, she quit her job at Amazon and moved to New York City to pursue her dream of a career in fitness.

”Fitness was always a passion of mine, but I never really thought that I could do anything with it.“

In this episode, Steph articulates her realization that she could make a living doing what she loves, and her decision to pick up her life and go after it. Her story is really inspiring, because not only did she get out of her comfort zone and break the mold of what her life had always been like, but now that she knows she’s on the right track, she’s continuing to blaze a path toward her unicorn role.

WHAT YOU’LL LEARN

  • The importance of building a career in alignment with your life
  • How to use feedback from your support system to find a career that fits you
  • How the process of finding your ideal role is ongoing
  • The importance of defining success for yourself when pursuing work you love

Success Stories

All the stars aligned and I ended up finding the right thing at the right place at the right time, and it was you guys! Everything that you said was speaking to me and the things that you had done in the job that you had transitioned out of and into. Also how finding work that you love is your passion for people! Honestly, it was you Scott, I mean, the way that you talked about it, how passionate you were, I was like, there's no way he's gonna put out a faulty product. So I'm gonna try it, you know… I recommend you to all my friends, you know, even if they don't realize that they're looking for a new job, I'm like this is the first step, let's do this! Even if you maybe don't move out of this career. This is going to help!

Maggie Romanovich, Director of Learning and Development, United States/Canada

“It’s hard to find something that fits, that’s why so many people change careers. When I finally understood my strengths and how I could apply them it all made sense. It just made it easier to see what types of jobs and roles would fit me. In my new career I get to do the marketing that I love with a company I’m excited about.”

Kirby Verceles, Sales & Marketing Director

Steph Strine 00:01

I have a lot of friends that have pivoted out of corporate jobs, and they now do yoga retreats where they do instructing full time, and I see these actual physical examples of people doing what I wanted to do, and I'm like, "Oh, I can't do that."

Introduction 00:19

This is the Happen To Your Career podcast with Scott Anthony Barlow. We hope you stop doing work that doesn't fit you, figure out what does, and make it happen. We help you define the work that is unapologetically you, and then go get it. If you feel like you were meant for more, and you're ready to make a change, keep listening. Here's Scott. Here's Scott. Here's Scott.

Scott Anthony Barlow 00:44

We all have a place where we feel comfortable and natural in our actions, where we're excited about life and happy to be ourselves. But what if you could feel like that all the time, even when you're working? I've heard people say, "I feel like I have to be a different person at work", or "I feel like I'm living two different lives." Many times throughout my years working in HR operations and interacting with clients at HTYC, I've heard this over and over again. Well, it turns out work doesn't have to be this way. To thrive at work, you must first figure out where you feel most like yourself and where you can be more of who you want to become.

Steph Strine 01:27

I just had this overwhelming sense in my body. I was like, "I am not doing what I'm supposed to be doing. Like, I need to go do this now, even if I don't know what it looks like."

Scott Anthony Barlow 01:37

That's Steph Strine. Steph had known for almost nine years that she felt most alive and most like herself in fitness studios, but had never allowed herself to believe that she could actually build a career in fitness. Steph is a former Marine Corps Officer, and when she got out of the service, she was hired with Amazon, where she quickly moved up the ranks. And as you can imagine, her life had always been very structured, so it took a lot for her to step off the traditional career path and go after what she truly wanted. Okay, so you're gonna hear my conversation with Steph, and I want you to pay attention to how she articulates her realization that she could make a living doing what she most loves, and how she completely upended her life, or at least, you know, felt like upending it to go after that exact thing that she wants. Steph's story is inspiring, not only because she got outside her comfort zone and broke the mold on what her life had always been, but now that she knows she's on the right track, she's continuing to blaze a path toward what we call her unicorn role, those roles that you didn't think were possible, or, you know, thought might be mythical. Here's Steph talking about her initial effort to carve her own path by joining the Navy.

Steph Strine 03:00

I grew up in Cornwall, New York, which is in the Hudson Valley area, so it's about north of New York City, and I went to the Naval Academy. I have a very big military family. Both my parents went to West Point, and so I shocked everyone when I went to the Naval Academy. But yeah, I really am grateful for the experience that I had. I was an active duty marine for about seven and a half years, and then transitioned out and did operations at Amazon for my first almost two years out of the military. But a lot of my focus in my career has always been about people. I was an administrative officer, so I did a lot of the behind the scenes stuff that, you know, to get the Marines out the door, the stuff that would keep them up at night if they didn't get their paycheck, and stuff like that. So my focus has really always been on people, and then to kind of couple that with, I played soccer growing up, like since I was five, I was playing competitive soccer, and so I was always like, on the go, and I played soccer at the Naval Academy, and fitness was always like a passion of mine, but I never really thought that I could do anything with it. So a little bit more of that later, but.

Scott Anthony Barlow 04:10

Yeah, and I really want to dig into that because fitness has not always been there as a theme for you, it seems like, but now it's a much more central theme, and we'll talk about how you transition into that in a little bit. But I'm really curious what made you, aside from you having a military family and everything, what made you decide to go into the Naval Academy?

Steph Strine 04:35

I made a list. I'm very organized, and I like a set of like structures. So the military for me, was something that was very familiar. But why the Naval Academy? Definitely the soccer piece. Like at the time, that soccer team was performing super well. I really resonated with the team when I went and visited and hung out with the girls on the team, and then I made a list, like, growing up of what I was looking for in college and Annapolis actually hit more than West Point, and my mom still works at West Point too. So I was like, "I just kind of want to do my own thing." And so that was kind of the why behind I would say, like, soccer first. And then it was, I wanted to carve my own path, which I can see now is like, very, very a theme that's woven throughout a lot of my career story.

Scott Anthony Barlow 05:22

I could see that. What did your family think when you first told them, "you know, I'm thinking Annapolis."

Steph Strine 05:27

So, yeah. It was blasted in like the newspapers where I grew up. It was like, "Strine picks navy, not army." So my mom was devastated, to say the least, but she got over it. She has like, more Navy apparel than I do now. But, you know, I mean, they're excited. I mean, at the end of the day, like, it was a great school and yeah. So, I mean, would they have loved to have another West Point graduate, sure, but there's plenty of my family, and so I'm happily go Navy, not the other side. So...

Scott Anthony Barlow 05:56

That's amazing. And it sounded like that really was a better fit for you.

Steph Strine 06:03

Yeah. I was talking about this the other day with a friend, and I used to be like, and it still kind of trickles in, but like, people pleasing. And I think the easier choice would have been to, like, go to West Point and just follow in my parents footsteps, but I just knew that it was the right choice for me. And, yeah, I couldn't imagine life any different. I wouldn't have been able to be a Marine Corps, or it would have been a little bit more challenging, too, at West Point, you know, it wouldn't have unfolded the way that it did.

Scott Anthony Barlow 06:30

When, well, I heard you say just a few minutes ago that you were in for about seven and a half years or so. What caused you to realize it was time to go, time to make...?

Steph Strine 06:43

Yeah, a couple things along this period of years that I was in the Marine Corps. I had gotten sober, and I had something that happened personally to me that I wouldn't be able to stay in the active duty any longer. So that was one thing. And then after I finished rehab, I kind of just had a new perspective on life, like most things, when you do something incredibly crazy like that, and flip your entire life around. And so I knew it was time because I wasn't, like, I wasn't invested in what we were doing, and that's also been a theme in my story, is like, I just knew that there was people that were more passionate about it, and they were going to charge the next wave of whatever the Marine Corps was to develop into, and it wasn't my time anymore, and I knew that it would also be unserving to me to stay in an environment that I knew I couldn't grow in because of the things that had led me up to getting sober. And like, I'm not ashamed of it at all. Life happened. And for me, it's happened in a very amazing, beautiful way. But I just also knew that there's life outside of the military as well. And if I can stay sober, then I can do anything.

Scott Anthony Barlow 07:54

How has going through that type of experience and then going through rehab, how has that changed your perspective on life?

Steph Strine 08:03

It was very humbling. I mean, as someone that, like I mentioned, is very list oriented, and like, that was not on my list whatsoever.

Scott Anthony Barlow 08:10

Nowhere on the list.

Steph Strine 08:12

It was not on there at all. And so it was very unexpected. I think the biggest thing that I learned was, like, life is very precious. I'm very fortunate to, like, kind of be alive today, and I have a lot of friends that unfortunately have passed away from substance abuse or overdose. And that was kind of the biggest kicker for me to leave Amazon, too, was like, I have one life to live, and if I don't do this, I'm going to regret it for the rest of my life, no matter what way it happens. So I think that was one of the biggest things I learned was just how precious life is, and then humility at the end of the day. Personally, for me, I believe that we all kind of want the same things as like, to be supported, to be protected, to be loved and to feel cared for in some sort of capacity and like, that's what I've found in my sobriety, is the complete opposite of addiction is connection, and that those were the two things that I think I left that experience with that I take with me still to this day.

Scott Anthony Barlow 09:08

That's awesome. That is amazing, actually. And I'm really curious, because you mentioned that some of the same reasons that you left the military also were some of the same reasons that you left Amazon, or at least some of the realizations that, you know, pretty much have one life. And I'm curious what some of the differences were, too. So let's start out, let's go back for a little bit here and tell me a little bit about when you transitioned out of the military, how did you end up at Amazon?

Steph Strine 09:41

Yeah. So it was... I had all these, as per usual, I had a plan. I knew exactly when I could get out. I was like, "I'm going to start an internship with a skill bridge", like most military transitioning officers are enlisted to. And then the pandemic happened, and I was like, "I do not want to do a virtual internship, like that's just not for me." I was in San Diego at the time, and I think I was, like, a little bit over a year and a half sober. So I still, kind of like navigating this new life that I was living. And I got out in September of 2020, and I wanted to stay in San Diego. San Diego was opening and closing non stop. And so Amazon kind of came about in a very strange way, like, I was unemployed for about four months, which was very, very challenging for me to kind of deal with as someone that was like, "I'm a transitioning military officer. I went to a service academy, like, "I'm a female, I'm also a minority", like, but it was also the pandemic, and we had no idea what we were doing, right? So and on top of that, trying to stay in San Diego, which is one of the nicest places to live. I made it quite challenging to transition out with those things that I was looking for. All to be said, I also was limiting myself, like I said, I did human resources in the military, and so I was just gravitating towards, like, I'm going to go to these HR specialist roles, and I'm going to look at these like, HRBP roles just because, like, that's how my brain thought that I could only exist within this box. And I was getting my master's around that time, and I transitioned to virtual as well. And someone has just been like, "Hop on an Amazon webinar and just see what positions they're offering" whatever. And I was like, yeah, okay. Like, I could never work at Amazon. I've never been, like, a data driven gal. I've never loved, like, math or science or anything, and so I just didn't really think there was a place for me at Amazon. But, you know, there's a military pathways program there, and they look for transitioning veterans within their first year that are about to have their master's degree. And so it seems like a pretty good fit at the time for someone that was also in dire need of income. And yeah, I went for it. I was like, you know what, if anything, like, it'll just be a learning experience and see what happens. I'll learn a lot about all the orders that I buy off Amazon. That's how it kind of came about. And then so I started in January of 2021 so I had about four and a half months leading up to me starting my first job out of the military.

Scott Anthony Barlow 12:13

So tell me about then, when you got to Amazon, I heard you say just a minute ago that I never thought I would be the type of person who would go to Amazon, necessarily, and not data driven, not interested in math, not interested in science, necessarily. And in some ways, the polar opposite of how you viewed yourself at the time. So what parts of that, once you actually got to Amazon, what were the parts that actually, surprisingly, were a fit for you, and then what were the parts that you discovered were definitely not a fit? Tell me a little bit about both sides.

Steph Strine 12:46

So, first couple of six months at Amazon, I absolutely loved it. I was having the best time, I had a great boss, he taught me so much about the business. And the cool thing about the Pathways Program is that you get additional guidance from seasoned leaders at Amazon. And so I really enjoyed that time that I got to have with my direct manager because I was able to, like, very much ask the questions that maybe I was not afraid, but like simple questions that an Amazon manager should know. But as someone that's completely new, had no idea. And so I would say, like, that piece was something that I really, really enjoyed in the beginning was the ability to make mistakes and not be micromanaged by that boss specifically. And then it's very structured. I mean, when you think about it, I'm sure like most people, like, I order a lot off Amazon. And so, like, it is nonstop. We have a 24 hour or they have a 24 hour operation and customer fulfillment. And so it is a well churn machine that is operating all times. And that comes with a lot of steaks. So they look for people that can be there for 12 hours at a time, and kind of put their life on pause during the holidays, like I didn't work... I mean, I don't know, I worked every single holiday for the past two years. Luckily, I left before the peak of last year, but like that was a huge piece of that I was not used to, I mean, we got holidays off all the time in the military. And so that piece was a little bit challenging. But you know, at the end of the day, what I found was that like, there's people that work in the Amazon facilities and that until they make it completely automated, it's going to be a people driven business. And for me, like I mentioned, like, people are my passion. And so that leadership piece came to me very easily. I was, like, very good at building relationships, like, cross collaborating with different stakeholders in the fulfillment center that I was working at the time. I was able to help promote and grow, not only like Amazon Associates, but also the managers that reported to me. So that piece for me was really easy. The piece that was really challenging was towards the end, because I started working nights. I moved from a fulfillment center to a delivery station. And for us to start getting vans on the road, we had to start working at like midnight.

Scott Anthony Barlow 15:11

So then, tell me a little bit about what led up to this... let's call it deciding that fitness is going to play a bigger part in your life and your work.

Steph Strine 15:23

I got my 200 hour yoga certification when I was stationed in Okinawa, Japan. For those that have been in Okinawa, Japan, you know, it's, like, very small, I didn't know what it was when I first got there. And so when I got there, I was like, "Oh my God..." There's a lot to do, but I was 23 and super naive. And I was like, "Oh my gosh, I have nothing to do. My life sucks." And I decided to get my 200 hour yoga certification from someone that was teaching on base, it's the best thing I ever did. And I started to teach when I was a second lieutenant on base. I taught at a local CrossFit gym in Okinawa. And then when I got back to San Diego in 2016, I started to teach at core power yoga. And I was always doing that when I was not at work. When I would leave work, I would either be going to teach a class, or going to take a class. My life very much revolves around fitness. And that was the case for about almost, let's say, like, eight years. It's almost been nine years since I got certified as a yoga instructor. And then got a couple additional certifications throughout. I was also leading, you know, there's a lot of different training that they do. And so I loved it. I mean, it was just something that became a big part of my life. It was like, I just realized, after a long time, of kind of like downplaying my own skills and talents, like, I had this self limiting belief that like, I could never make money doing fitness full time. Like I always, I think it was something that was just kind of like pitch to me growing up is that like, people don't make money in the fitness world or, you know, you can't do that full time, you won't be making the amount of money that you will, which is true, actually, that is true. But at the time, I was making really great money and hated waking up every single day. I found a lot of joy in connecting with clients during class after class, like, it was just that there was a moment where I was just like, "why couldn't I do this all the time?" And that's also something that coaching prompted for me, you know, it's like, I have a lot of friends that have pivoted out of corporate jobs, and they now do yoga retreats, or they do instructing full time. And I see these like actual physical examples of people doing what I wanted to do. And I'm like, "Oh, I can't do that." And as soon as I got introduced to this program that you offered, and kind of just had like a moment of clarity of like, life is very precious and very short, I just knew that I had to go for it. And once I decide on something, I just kind of get the wheels going. And it's actually pretty quite insane how quickly I started to roll once I, like, made that decision of like, "okay, I'm gonna go for this."

Scott Anthony Barlow 18:09

I think that's really fascinating to me because even in the beginning of our conversation, there's this clear pattern of once you decide on something, then it starts to happen pretty quickly for you. And that seems to be the catalyst. So here's what I'm curious about, then, like it took a long time for you to move through those, I think you called them limiting beliefs earlier. But when you were saying, "Hey, I had these real examples of people doing this– creating a career in fitness." And you're like, "I can't do that." What was causing you to think that at that time? Do you recall?

Steph Strine 18:53

A lot of fear. A lot of fear of failing. That's always been a theme for me is like, what if I'm not successful in this? And there's an exercise that you have us do in the bootcamp that I mean, quite frankly, like, changed my life, kind of getting emotional about it, talking about it, but like, reaching out to friends and family about like, this is how it introduced stuff. And almost every single person said things that, like, I just hadn't really internalized or I thought that was like, "Yeah, whatever I do that", like I bring people together, or I inspire people to make changes in their lives since like... Not that I wasn't doing that in the military or at Amazon, because in a sense, I feel like I did, I brought that element. But like, most of the time, I was doing that in the fitness room. And I just had this overwhelming sense of my body. I was like, I am not doing what I'm supposed to be doing. Like I need to go do this now, even if I don't know what it looks like. And as someone that likes to know what things look like, it was a lot of fear. I was like, I don't know how I'm gonna make money. I don't know where am I gonna go. But it was a lot of just like, I really needed to see it. And I read it. And I got it from a lot of people a lot. And I was like, "I can't deny this from people that I trust and value", like even mentors in the military, were saying, like, "A fitness professional", you know, and I was like, "what?" I mean, like, I mean, I guess, but it was just... I needed to see it to believe it.

Scott Anthony Barlow 20:32

It's kind of a... it's a really funny thing, at least from my perspective over the years, because that type of exercise, and just a little bit backstory for, if you're listening to this, and the exercise we're talking about is one that we regularly use with clients where you might reach out to say, anywhere from 7 to 25 different people that represent a different portions of your world, you know, work, friends, family, all kinds of different things. And you can tell me how you felt about this Steph, but a lot of people are, there's a little bit of trepidation, there's a little bit of fear, because it sort of feels like you're putting yourself out there. And what are these people gonna say, and all these things. So that's something that we see really normally. But also, I cannot tell you the number I've been told, probably over 1000 times now, no joke, probably over 1000 times by different people that we've worked with, that exercise was so valuable, and changed how they thought about themselves. And it sounds like that was the case for you, too. So how did you feel about that before, first of all?

Steph Strine 21:40

Before, I mean, All of you say, I mean, I definitely send it to the right people.

Scott Anthony Barlow 21:44

So here's what's really interesting is like, we're asking people to say what are the really positive things about you. So in hindsight, it's like, well, what am I scared of? Like I'm asking for positive feedback. But when you're actually doing it, it doesn't feel that way at all, right?

Steph Strine 22:04

Yeah, I think more so. And it's something that I've had to do, I'm still kind of learning and growing, but like, I've outgrown, I think some of the things that were taught to me growing up, and so I think a lot of... I had a lot of, I'm a former people pleaser. And so like, I very much valued what my mom and my dad and close family members would think about me pivoting to this, but it was, like, a unanimous, like, “You're really good at this, and you need to go do this” in a very, like, flowery, nice, like, positive way, not just like, "what are you doing with your life?" It was unanimously like you bring value to this piece of my life. And the majority is through connection and movement. And after? Yeah, it was, like I mentioned, this just overwhelming sense of, I have a lot of people that believe in me, and why don't I believe in myself. And to kind of go back to what you said, of like, once I make a decision, things start going, something that helped me with my coach was literally looking back on things like, "Okay, well, you did this, and you didn't know what it's gonna be like”, but it turned out really well. And you got your masters or whatever. Or you didn't know you were doing at Amazon as an operations manager. And turns out, you're one of the top performers at your site. Like, if you look back at your life stuff, like a lot of things that you've done and accomplished have turned out really great. So like not to say that this isn't going to be one of those, but like, “why not you?" And that was the question that my coach proposed to me. And I was just like, "wow", I love that session. And I was like, "Oh my gosh, why not? Why can't I go do this?" I couldn't come up with any reason why.

Scott Anthony Barlow 23:50

Was it at that point in time where you realized that you had to make movement when you couldn't come up with any reason why or did it still take a while longer?

Steph Strine 23:59

Nope, it didn't take that much longer. Like I started moving things very quickly. I started working with Happen To Your Career in October of last year. And by the beginning of November, I put in my resignation. As soon as I knew that, that was not my path to be going down any longer, like, I knew that I had to start making changes where I wasn't going to go for it like. And so, with not a lot of visibility onto what it was going to look like, I just started to make, like, controllable changes. So the first was, like, to let them know that this is not working for me anymore. And I was going to leave, small things like getting out of my lease and stuff like that. And I don't know, I started moving very quickly. Luckily for me, and one of my dearest friends that helped me get sober, she reminded me of this is that, like, I have a cool opportunity because I don't have a family, and not to like shame on myself or anything, but like I have the ability to go make these decisions. And I have two dogs that will come with me. It's really hard to have dogs in New York City though, I am learning that now. I don't have to check in with someone else. I'm like, I can make that decision as someone that single. And so I had this, maybe down the road, I wouldn't have had that opportunity if I met someone or I had kids or what, life would be different. And so I was like, I have to go do this now with what I got. And so I started to make those, like, changes pretty quickly. And I was in New York in the beginning of December. So it was about like 60 days, and I moved out of my place in Atlanta, and was in my new apartment in New York.

Scott Anthony Barlow 25:43

That's amazing.

Steph Strine 25:45

Some call it crazy, but it is amazing to me. Like two months, I did a lot in two months. But I would have stayed if I didn't go.

Scott Anthony Barlow 25:57

I think here's what is, we'll call it interesting. For me, what I've observed over the years is that those things that we all, or people call crazy, are often things that are not normal. And what is normal is for people to stay in roles and jobs and work situations that really just don't align with what they want, and really are not ever going to be what they actually want. And so what I've learned from that is that if people are calling you crazy, it's probably a good sign that you're leaning into something that is great for you. So kudos to you, because although not everybody in the world will understand it, I think you've done some really amazing work. Can you tell us a little bit about what you're doing right now? And also what the future looks like and what you anticipate you will evolve to as well?

Steph Strine 26:55

Yeah. No, I definitely agree. I think crazy is such a relative term. What I absolutely love doing, and I'm really stoked about that. But right now, I am an assistant studio manager at a SoulCycle on the Upper East Side. I'm also teaching yoga at a couple of studios, one on the Upper East Side. And then coming back to core power yoga. However, and I've been very transparent with the team here about it is like, I realized in my last month at SoulCycle that I think I was kind of selling myself short or kind of I see in this role I see myself like relying on those like old patterns of like, the managerial stuff, which is important, don't get me wrong, because the studio cannot run without the behind the scenes stuff that goes on. But I know my life's purpose is to be instructing and in front of clients, whether that's on yoga mats, whether that's on a treadmill, I learned that this last week, I auditioned for SoulCycle. And I was like, “This is what I'm supposed to be doing.” And I left there after like two hours of biking, after auditions, and I was like, so tired but I couldn't stop smiling. Like I don't leave, you know, I didn't leave Amazon that way. I didn't leave my Marine Corps job that way. And I'm not really leaving my assistant city manager job that way right now. So I know that this is just a step in the right direction. New York is really small in the fitness world. So creating those connections period is a great way to just, like, meet people. But what the future holds, I've been doing a lot of auditioning, I have a lot of like instructor roles that are kind of on the horizon right now. And then in the future, I was supposed to be getting my 300 hour yoga certification right now, I was doing a little bit too much, and it ended up just not working out. So I'm actually going to India in November with one of my mentors who introduced me to yoga, another full circle moment. So like, I think the biggest thing for me now, like what the future looks like is like, I'm painting it, I'm creating it. I can also like, change it whenever I want to, I'm not stuck in a place where I don't know. It's quite freeing, but for someone that struggles with a lack of structure at times, I have to create that for myself. And so I try and do that with my dogs. They're very routine oriented. I try and time for myself whether that's like a workout or maybe it's just, like, going to get my nails done or something. I mean, life looks very different now that I live in New York. Very small space, definitely different budget, you know, and that's been interesting to navigate as someone that didn't really have to be so meticulous on that before but I'm making it work and I've been here now for like almost three months. And so hopefully here shortly, I'll just be instructing full time. I don't know where and what capacity, but definitely like, in that career profile, it was like overbearingly, you know, just visible that I need to be doing something that's instructing base. And that's like something I'm invested in. And so that's why I know right now that like, this is just kind of like a stepping stone. It's not my forever job. It's helping me to make ends meet so that I can do the next best step. And so that's definitely a growth for me, because I think I looked at this as like, you know, I don't want to let people down if I'm leaving, it's like, no, like, this is my life and I'm going to do what I want to do. And I know that I want to do fitness, instructing full time. And so it's actually been really empowering to know that, like, to make these decisions on my behalf and not just settle for something because it's giving me a paycheck.

Scott Anthony Barlow 30:49

I think one of the really fun things about your set of experiences and your story is that it's still rapidly developing. And I think that that is awesome, because a lot of times when people will listen to the Happen To Your Career podcast, and we'll share a story, sometimes it feels like there's some level of finality when they've accepted, like one opportunity or something else. And what gets lost sometimes in a 35 minute episode, is that no, the stuff is ongoing developing. And the thing that I loved and do love about your story is you're actively leaning into this more and more and more, and you're getting more, like, you're getting those moments that sometimes people go their entire lifetime without where you're like, are leaving and can't stop smiling. And I think that the more that you can lean into that, the more you find more of those as well, or understanding a greater level of detail about what you need in the future. And I think the really cool thing about where you're at right now is you're getting a lot of doses of that which you can then incorporate into, here's what the next evolution and the next evolution and the next after evolution after that looks like. So I really, really appreciate you sharing all of that, and everything that comes with it. That is super cool. And one of the things that I wanted to ask you, for other people who are in a similar situation, whether they have transitioned out of the military, or whether they are recognizing that they need to change in one way or another, and they're back at that initial stage where, like, "okay, I need to do something different." What advice would you give that person who's right there?

Steph Strine 32:40

I would say, trust your intuition. I mean, if you're kind of “woowoo’ like me, you get that or trust your gut or, like, you know, what's best for you. And I think, like, that can be as simple as, like, "I know I want to be in this location", and maybe locations really important to you with family or whatever. Or like, “I know I want to be, you know, IT-driven, or I need to be in that space.” Like, I knew what was best for me for a really long time and I just was too afraid to say like, “I'm gonna go for it.” And I think, especially in the military, a lot of times, or it's been my experience, so I'll speak about my experience, is that a lot of the things that I brought to the table were kind of not muted, but kind of assumed to be like, everyone has those, like, everyone knows how to talk to people. And everyone knows how to have difficult conversations, and everyone knows how to de-escalate. Like, not all people actually know how to do that. So a lot of like those social skills and like those are actually really powerful tools to have. And especially in the military is, like, just know that you bring a lot of value to the table. And to not let yourself get, like, pigeonholed into a specific, whether it be sales or operations is like, yes, we can do those things, but we can also do many, many, many other things that we don't even know exist. And so that would be my advice, follow your intuition. And then also like, you bring a lot to the table, no matter what.

Scott Anthony Barlow 34:21

Most of the episodes you've heard on Happen To Your Career showcase stories of people that have taken the steps to identify and land careers that they are absolutely enamored with, that match their strengths, and are really what they want in their lives. If that's something that you're ready to begin taking steps towards, that's awesome. And we want to figure out how we can help. So here's what I would suggest. Take the next five seconds to open up your email app and email me directly. I'm gonna give you my personal email address, scott@happentoyourcareer.com. Just email me and put 'Conversation' in the subject line. And when you do that, I'll introduce you to someone on our team who can have a super informal conversation with and we'll figure out the very best type of help for you, whatever that looks like. And the very best way that we can support you to make it happen. So send me an email right now with 'Conversation' in the subject line.

Scott Anthony Barlow 35:14

Here's a sneak peek into what we have coming up in store for you next week.

Speaker 3 35:19

So, yeah. He granted me severance when they really don't do that. And it was because I asked. But I really needed support to ask for that because it was obviously such an uncomfortable thing for me to do.

Scott Anthony Barlow 35:35

Severance packages are something we often don't give much thought to. Actually, it's something many people try not to think about. It sounds like a terrible thing. You're either on the wrong end of a layoff, or you're needing to leave a job, or maybe someone else is forcing you to leave a job. It's usually a stressful time. But there's an entirely different way to think about severance. And if you understand the power of asking for severance, you could actually use it as a tool to assist in your intentional career change. Now, I'm not here to tell you that asking for severance pay or a severance package is easy and it's not always right. It's not always the right thing to do either. However, receiving a severance package is not impossible. In fact, people actually do successfully ask for severance at all different types of organizations, even in industries where severance is practically unheard of, like education, for example, it requires a completely different level of thinking and expertise. This is advanced level negotiation maneuver, and today we're diving into this bold strategy.

Scott Anthony Barlow 36:48

All that and plenty more next week right here on Happen To Your Career. Make sure that you don't miss it, and if you haven't already, click subscribe on your podcast player, so that you can download this podcast in your sleep, and you get it automatically, even the bonus episodes every single week, sometimes multiple times a week, until next week. Adios, I'm out.

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