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Nicole Lapin
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Jason Pfeiffer
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Nicole Lapin
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Jason Pfeiffer
This is Help Wanted, the show that tackles all the big work questions you cannot ask anyone else. I'm Jason Pfeiffer, Editor in Chief of
Nicole Lapin
Entrepreneur Magazine, and I'm New York Times bestselling author and money expert Nicole Lapin.
Jason Pfeiffer
The helpline is open
Nicole Lapin
50% of Americans want to make a career change, according to a study by the Harris Poll last year year. That means there's a 5050 chance you want to make a career change and add some spice to your work life. If that's you. Well, knowing you want to make a career change is the easy part. The hard part is figuring out what change you want to make. Jason and I recently talked to a listener on the helpline who was struggling with this exact question, and I think this conversation actually put him on an entirely new path. But you decide. Here's our conversation.
Jason Pfeiffer
Greg, welcome to Help Wanted.
Greg
Thanks for having me. I'm so happy to be here.
Jason Pfeiffer
So Greg, we're happy to have you here. You had a question. Why don't you tell us what it is?
Greg
I work in the healthcare industry and I'm looking for maybe a way out of it without taking a pay cut. Very difficult to do at the moment because of the lifestyle that I have, but I feel like there's opportunity out there that I might be missing. So I came to you guys.
Nicole Lapin
Well, we're so happy you did. Can you tell us a little bit more about what kind of money you make roughly? You don't have to be specific if you're uncomfortable, although if you want to be specific, you are most welcome to. And what kind of lifestyle you're referring to?
Greg
Well, I do make in the six figures and it took me a while to get there. My wife also works in the healthcare field so we, we have pretty good income but we have a lot of debt to pay as well.
Nicole Lapin
Student debt?
Greg
Mostly student debt. Yeah. Everything else is pretty under control. You know, we're not afraid to spend money, like that kind of lifestyle and I've heard the travel, all that stuff. We don't have any kids at the moment, so money moves a little more freely than maybe some others. I started this in 2005 in the healthcare industry. And as time went on, it progressively got a little bit different. And especially in the year of 2020, it really opened my eyes.
Jason Pfeiffer
Did something happen in healthcare that year?
Greg
It just, it opened a lot of people's eyes, I think. And what I do is extremely important. I understand that I work in imaging and it's a big help in diagnosing and treating and all this stuff for healthcare. But sometimes you don't feel appreciated and it's not as gratifying as it used to be. I love my job, but I feel like I can be my own boss instead of working for somebody or big corporations and everything.
Jason Pfeiffer
Let me expand upon what you just said there to make sure we understand where you're thinking. You just said be your own boss. So are you talking about finding another job in a different industry or are you talking about you want to start your own company?
Greg
Either. Or maybe it's more of getting out of healthcare.
Nicole Lapin
Do you know what you would want to do?
Greg
That's where I'm stuck.
Nicole Lapin
Do you know genre?
Greg
There's this thing I've been following. I'm sure you're all familiar with. It is the fulfilled by Amazon business that people do. I know there's a lot of work that involved and need to start off with a little bit of money to begin with, but I see people do it and it seems like it's a reality and I don't want to be stuck at a certain place and clock in and clock out.
Jason Pfeiffer
Are you talking about drop shipping? What are you talking about with fulfilled by Amazon?
Greg
Well, it seems people will buy products that me and you would buy and they would ship it to an Amazon facility and they do all the packaging for you and when the consumer buys it, it goes into your pocket. So they're just doing the work for you, the, the Amazon people and you're just kind of buying things cheap and selling high.
Jason Pfeiffer
Don't get into that business. Yeah, please don't get into that business.
Nicole Lapin
We're going to strike that one from the options.
Jason Pfeiffer
That's not a real business. That's a get rich quick scheme on the Internet. I mean, there are people who make money doing that, but there are a lot more people who buy courses on how to do that. And then don't make any money.
Greg
No. I've learned that I was into the get rich quick idea early on and realized that it's not a reality.
Nicole Lapin
Well, it sounds like you are looking to switch because you want more fulfillment in your life, no pun intended, with the Amazon fulfillment, but like actual meaning or passion around it is. Is that right?
Greg
Yeah. Yeah.
Nicole Lapin
Well, I have a couple of things to say. So it sounds like you have a clean slate of options and maybe it would be helpful for some sort of system or process to figure out how to narrow that down. Like maybe the opportunities you have and then the things you're interested in. This is what I personally did in my career. And then you find the shaded part of that Venn diagram. So you can list the access that you have to different industries and then you can list the things that you're interested in. It's almost like connect the dots and see where there is some overlap. But stepping back, Jason and I already had an episode. Maybe you heard it. I'm not sure, but it's kind of coloring the way. I'm approaching this story because we talked about how not all careers have to include something you're passionate about. You can find a lot of other things in life that you're passionate about, but where you work is where you have to optimize for making money, because you can't really. Unless you're doing nefarious things, which we also don't recommend. Make money in other places, but you can find passion in other parts of your life.
Jason Pfeiffer
That's a great point. And we should just put it to you before we start completely tearing apart your career and imagining your future.
Nicole Lapin
That's right.
Jason Pfeiffer
What is it that you are feeling here? Are you. Do you go to work every day miserable and you cannot wait to get the hell out of there because you hate this so much? Or are you just searching for something that's going to feel fulfilling and you've just made the assumption that it has to take place at work?
Greg
No, I don't hate going there. Not at all. It's just over time, you see where the bottom line is. It's. It's not really what it used to be. And I'm a people person. I like taking care of people and I like helping them and helping them heal and all like things like that. But it's just not giving me the same feeling it used to. All it seems to be doing is paying the bills. I don't know if I want to start over, but something a little more fulfilling.
Nicole Lapin
Let Me poke a couple holes in what you're saying, though, Greg. You're saying that you like people, but you potentially want to be in a fulfillment business where you never see any people. You like the money, but you want to make more money. And so I'm trying to figure out what you're optimizing for. What is making you unhappy. What do you want more of that you're not getting?
Greg
I like to be out and about. I like to travel as well. And this field doesn't allow you to travel as much. Maybe something I can work on my own and still see people out in the traveling world visiting places.
Nicole Lapin
So it sounds like you actually just want more free time. I like. I'm really trying to get clear on what you're optimizing for. What do you want more of? What will make you more happy, specifically?
Greg
Probably freedom. Being able to just pick up and go and travel and do stuff and. And have fun personally, you know, not just always. I got to work tomorrow. I got to go to work today.
Jason Pfeiffer
Which is why get rich quick schemes on the Internet appeal to you because you're trying to liberate yourself from some of the basics of work. And Nicole is right in identifying things that you're saying that feel conflicting. And I think that's the reason why you're having trouble figuring out where to go next is because you haven't quite identified where. What it is that's going to be most valuable. But you know what, let's just indulge for a second in that. What Greg wants is just some kind of change. You need to shake something up. And I'm going to propose two totally different avenues. Avenue number one, you should do something new that isn't related to work, like.
Nicole Lapin
Like a pickleball league. I don't know.
Jason Pfeiffer
That literally is basically where I'm going with this, which is something that requires you to learn a new skill, that's going to engage you in a new community, and that's going to give you the feeling of learning something new. I had recently heard from a guy I went to college with who I hadn't heard from in decades. And I had just put out this book about how to embrace change, and I find out new opportunities. And he had seen it and he reached out and he was like, hey, I've been working at this hotel basically since college, and every day I show up at this hotel, I want to crawl out of my skin and I don't know what to do about it, but I'm terrified of leaving and trying to Start some other job now. And my response to him was the idea of leaving this job at this point, it's too big for you. Doesn't mean that you can't at some point leave it. But right now, in this moment, the idea of walking away from this when this is the job that you have known, even though you don't love it, is. Is just. It's not practical. So how about you take a class in something, you learn some new skill, you do something that's just going to bring newness into your life, and it's going to start teaching you that newness can be fun. And you know what he did? He signed up for a dance class with his wife, and he loved it, and it got him excited about something new. And look, this was just a couple months ago, so I don't know that he's made a big life change yet. But I guarantee you that in some weird way, taking that dance class is going to have lit a little fuse that's going to burn around and it's going to lead to some other large change because it's just going to get him out of that comfort zone and thinking about something new, which is something we all need to do. It's a muscle. Are you doing anything like that?
Greg
Nothing really new. I mean, I play in Ben soccer leagues and everything. I have activities outside of work, but nothing where I'm actively taking a class or doing something I've never done before.
Jason Pfeiffer
You might want to, because you're doing a lot of grass is greener talk in our conversation here, where you're just like, I think traveling would be awesome. I think just spending time with people would be awesome. So go do some of that stuff and see what it's like and how it fits into your life. But now here's the other completely different direction that I'm going to go in, which is I'm going to say the word franchising. And here's why. I know, Nicole, jaw drop. Because what you're describing in wanting to have more control over what it is that you do of being a people person, of going out and having some specific direction and ownership of something, sounds a lot like the reason that people get into franchising. And the reason is, of course, because they want some freedom, but they don't have their own business idea. And they also don't really want to take the risk of starting their own business. Instead, what they do is they basically go through, like, a catalog. There's, like, endless franchises out there. And for what it's Worth Entrepreneur magazine runs all these lists of franchises and you could find something that you may not have any passionate about, frankly, which is fine, but that you really love, that it puts you in a position of getting out in your community and serving people. You could buy a mobile franchise where it's not a storefront, it's just a van. And you service people in some way that the franchise will train you how to do, and then it's on. You go out there, meet people. You're a people person, get to know them, join the pickleball league and sell them on the new service or product. And this is a path that is very realistic for a lot of people. It's not get rich quick. You have to put in a lot of hard work. You don't just buy a franchise and then make money. But it sounds to me like something that is at least worth flipping through and considering because you want something new. You don't really want to learn a new skill in order to do it because you don't want to spend all the time not earning the income. And yes, Greg, this is going to mean that you are not going to, at least for a year or two or more, make as much money as you do right now. But also you don't have kids, so you have that flexibility. So now is actually the time to do something like that and take some kind of risk and reorient yourself so that you're back up to the comfortable living that you want to be making by the time you have kids. If you want kids.
Greg
Yeah, no, it makes sense. And I certainly appreciate that advice and both of you staring me in the direction of what to do and what not to do. But I'll definitely look into some of these suggestions and try to take off from there.
Jason Pfeiffer
Stick around. Help wanted. We'll be right back.
Nicole Lapin
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Jason Pfeiffer
Welcome back to Help Wanted. Let's get to it.
Nicole Lapin
Do you have any brands that you like? Also another plug. We did a Money Rehab episode on franchising with the former CEO of Dunkin Brands or Dunkin Donuts and Baskin Robbins and things like that. Do I hear, like a little Boston thing?
Greg
I'm from Rhode Island. Yeah.
Jason Pfeiffer
Close enough.
Greg
Yeah. There is a Dunkin Donuts on every corner of every road that I travel.
Jason Pfeiffer
On every corner.
Greg
Got it.
Nicole Lapin
You don't even have to take a car.
Greg
A lot of people can't figure out where I'm from. You said Boston, but some people say New York. But Rhode island, we have that kind of distinct, in the middle New England vibe.
Nicole Lapin
What would you think, like, if we said, hey, Greg, would you want, like a Duncan franchise?
Greg
It's funny you say that. I actually looked into that several years ago. I was coaching a high school for about 10 years, and one of the kids moms has a bunch of those franchises. I didn't look too deep into it, but it did cross my mind. Even looked into Subway and everything and, you know, those kinds of places.
Nicole Lapin
But there wasn't something that turned you
Greg
off the cost of starting one. And I didn't have any money at the time. So I'm thinking, well, that's kind of out of reach. And I don't know what bank would loan me money, but I've grown myself a little bit. And if I. If I wanted to do something like that, I don't think I'd have any problem as long as I knew what I was doing.
Jason Pfeiffer
The world of franchising is very broad, and the hardest things to get into are the things that everyone immediately associates with franchising. So a McDonald's or a Dunkin or a Taco Bell. And the reason for that is because those giant brands, first of all, the build out of a restaurant is just insanely expensive. We're talking millions of dollars. But also because of the scale of those brands. Sorry to break it to you, Greg. They don't want to work with you. And the reason for that is because they want to work with experienced restaurant operators who are going to buy like 10, 20, 50 units at a time. They're not interested in a one off operator. But that's okay because the world of franchising is also full of a ton of brands that you may never have heard of but that you actually would enjoy running. I'm not a franchise salesperson here. This just struck me as an interesting direction for you to think about. But I'm just looking at the latest list in Entrepreneur and it's about the fastest growing franchises in the country. Number one just in terms of number of new units that have been opened is a company called Stratus Building Solutions. It's an environmentally friendly commercial cleaning and disinfecting company. The startup cost, the initial payment to start up is between $4,500 and nearly $80,000. So that's going to depend on the market that you're in and so on. But that's much more reasonable than a Dunkin Donuts, for example. Now you may not have just felt the flutter of your heart when I said commercial cleaning, but that's okay because there are tons of other brands that do tons of different things. And a lot of this is going to be consumer facing and a lot of this is going to require being a people person. I bet some of the things that you have learned in imaging, not the actual technical work, but simply maybe how to operate in a large system, how to navigate bureaucracy, how to work with a team, how to be an operator of some kind of these are things that are going to be valuable in that kind of space. And now we're getting to what are the things that you've learned that are transferable?
Greg
Well, that's certainly one way to look at it.
Nicole Lapin
That's an endorsement that's like, hey, Jason, stupid idea. Put down your magazine in your list.
Greg
No, it isn't.
Nicole Lapin
But I actually don't think you're saying that, Greg. I think you're processing it.
Greg
I don't mind the franchising thing. And like I said, I've looked into it before. I know I do have some skills that people would go for, but when they see my resume, it's only medical. There's nothing else on there.
Nicole Lapin
Doesn't matter. You just need money.
Jason Pfeiffer
I just talk to these people all the time. They do not care if you have a background in the thing that the company does. In fact, oftentimes they prefer that you don't because otherwise you're going to be too precious about it. You know, you're going to come in, you're going to be like, oh, I'm an educator, so I know how to run this franchise school. No, no, the franchise school knows how to run the franchise school. They need someone to come in and just be really committed to learning the system and executing it. So they're not going to care about that. They're going to care that you're responsible. They're going to care that you know how to connect with consumers. There are things that they're going to be looking for, but whether or not you have experience beyond medical is not something they care about.
Greg
That's good to hear. Yeah. So I may definitely look more into these franchising things. And who knows, there may be things around here other than these chain restaurants like the Taco Bell's and the Dunkin Donuts that I can even look into.
Jason Pfeiffer
I just pulled up entrepreneurs list of the top franchises for less than $50,000. So you can see what we're talking about at a low investment level. The first few are all actually commercial cleaning, interestingly. And then you've got Goosehead Insurance Realty, One group, Rooterman Dream Vacations, which is a travel agency. Hey, Next Home, which is real estate. Yeah, that's true. Then you could travel around. For what it's worth, I have spoken on a cruise ship to a convention of Dream Vacations franchisees.
Greg
I like the sound of that.
Jason Pfeiffer
There you go. This is it. Do I get a commission?
Greg
I think so.
Nicole Lapin
Wait, there's a huge Greg smile that's happening right now.
Greg
Yeah, yeah.
Nicole Lapin
We haven't seen even the bottom teeth until right now. Greg, they're gorgeous.
Greg
That does sound really good, actually.
Nicole Lapin
Your face lit up.
Jason Pfeiffer
So this is a thing that you can operate from home. I talk to a lot of people who were in this. They were not all travel experts before this, but they had a love of travel and they help people plan their dream vacations. Now, Greg, this is not a layup because you're going to have to go out and find those customers and you're going to have to learn a lot about every cruise line out there and every tour that you could take around the pyramids and whatever. But I met a lot of these people on that cruise ship and they were really happy. And they are business owners and they're indulging in travel, which they love. And the startup cost for Dream vacations is between 2 and $21,000.
Nicole Lapin
Do you have $2,000?
Greg
I think so. I think I can scrounge that up.
Nicole Lapin
Do you have $21,000?
Greg
I think so.
Nicole Lapin
Sweet.
Jason Pfeiffer
Boom.
Greg
I think that'll be something to look into.
Nicole Lapin
I think you're into it.
Greg
I'm going on a cruise in the end of the year, so you're already a cruiser. I'll definitely look into more of that and see what I can come up with. And who knows, maybe this could be the start of my new career here.
Jason Pfeiffer
If it is, we can't wait to run into you on the cruise ship.
Greg
Yeah. And I'll definitely come back to you guys and tell you how it all works out. If it ends up, that would be awesome.
Nicole Lapin
I'm not going on a cruise just for any record that anyone is keeping, but you get after it.
Jason Pfeiffer
You just, you just blew our sponsorship deal with Dream Vacations.
Nicole Lapin
Damn it. Does this give you more direction?
Greg
It does. It gives me more clarity. And I didn't mean to put down your imaging franchise type of thing, but I think I'm just trying to move away from the. The healthcare system. It just changes the way you think. And I think being out of that, when I'm traveling around and I'm doing different things, I'm not even thinking of that stuff. This may be a, who knows, maybe a life changing thing. Talk to my wife about everything and see if we can make some changes.
Jason Pfeiffer
I think an important thing for people who are listening to this to then do for themselves is to just start trying on ideas. At the very beginning of this, Greg, you felt pretty boxed in and you weren't even able to really articulate where it is that you wanted to go. And the breakthrough came from me just literally reading off a bunch of names of companies.
Nicole Lapin
And.
Jason Pfeiffer
And as I was doing that, Nicole, spotting that you smiled when I said travel agent. And that is meaningful. And I think the first thing that people should do is just try on ideas. It's a very low risk activity.
Nicole Lapin
It's free.
Jason Pfeiffer
Going through a list of something and just saying, would I like that? Is that something I could imagine doing? This does not require any effort, does not require any money, and it could change your life.
Nicole Lapin
And also always ask your wife.
Jason Pfeiffer
That is true.
Greg
Yeah.
Nicole Lapin
She's the boss.
Greg
Yes. I will definitely run everything by her before I quit my job.
Jason Pfeiffer
Good. I. Good. That's the best advice that's come on this episode. Help Wanted is a production of Money News Network. Help Wanted is hosted by me, Jason
Nicole Lapin
Pfeiffer and me, Nicole Lapin. Our executive producer is Morgan Lavoy. Do you want some help? Email our helpline@helpwantedoneynewsnetwork.com for the chance to have some of your questions answered on the show and follow us on Instagramoneynews and TikTokoneyNewsNetwork for exclusive content and to see our beautiful faces. Maybe a little dance?
Jason Pfeiffer
Oh, I didn't sign up for that.
Nicole Lapin
All right, well, talk to you soon. Sa.
Episode Date: July 28, 2026
Hosts: Jason Feifer (Entrepreneur Editor in Chief), Nicole Lapin (Money Expert & Author)
Guest: Greg (Listener seeking a career change)
This episode centers on a listener, Greg, who has built a successful and stable career in healthcare but is feeling unfulfilled and wonders whether (and how) to spark a career change—without losing his income and lifestyle. The hosts, Jason and Nicole, walk Greg through a practical, empathetic process for understanding what he’s really after, exploring options that fit his interests, and addressing the doubts and “roadblocks” common to anyone considering a similar shift.
[03:51] – [06:03]
Quote [05:42]:
“I love my job, but I feel like I can be my own boss instead of working for somebody or big corporations.” — Greg
[06:03] – [10:25]
Quote [09:33]:
“You’re saying that you like people, but you potentially want to be in a fulfillment business where you never see any people. You like the money, but you want to make more money. And so I’m trying to figure out what you’re optimizing for.” — Nicole
[07:36] – [08:41]
Quote [08:41]:
“Where you work is where you have to optimize for making money… but you can find passion in other parts of your life.” — Nicole
[10:35] – [13:13]
Jason offers two pathways:
Option 1: Try something new outside of work for novelty and fulfillment:
Option 2: Explore entrepreneurship… specifically, franchising
[13:13] – [22:48]
Reframing Franchise Opportunities:
Cost: Startup costs range from ~$2K to ~$80K, often far less than restaurant establishments
Experience: You don’t need an industry background; in fact, franchises often prefer newcomers
Quote [21:11]:
“They do not care if you have a background in the thing that the company does. Oftentimes they prefer that you don’t…They need someone to come in and just be really committed to learning the system and executing it.” — Jason
[22:03] – [23:55]
Quote [22:45]:
“That does sound really good, actually.” — Greg
Nicole adds: “Your face lit up…We haven’t seen even the bottom teeth until right now. Greg, they’re gorgeous.” [22:40]
[24:41] – [25:36]
Quote [25:25]:
“Going through a list of something and just saying, would I like that? …It could change your life.” — Jason
[25:36] – [25:40]
This episode demonstrates that making a career change starts with deep self-exploration—not just of what you want to escape, but what you truly value and desire in work and life. Jason and Nicole model compassionate, practical guidance with a healthy dose of realism and humor, helping Greg (and listeners) uncover answers not with generic advice but with tailored, actionable strategies.
Final advice:
- Start by “trying on” ideas—emotion matters as much as intellect
- Consider accessible options like franchising for low-risk entrepreneurship
- Don’t be afraid to step outside your comfort zone, even in small ways
- Remember: Consult your partner before any big leap!