Confidence Classic: The Money Mindset Shifts That Can Increase Your Wealth with Heather!

23 Sep 2026 · 46 min · 17 chapters

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In short

Money mindset shifts to build wealth through abundance thinking, resourcefulness, multiple income streams, avoiding lifestyle creep, and using work as an “investor” for a side hustle; also reframing giving and purpose-driven business.

Guests

Heather (host/primary speaker). Derek (entrepreneur/financial planning background; discusses poverty mindset beliefs, tithing check bounced, and later building a financial planning business). Lori (spouse of Derek/Chris in the transcript; co-runs rules and reinvention). Chris (entrepreneurial story about music licensing and later podcasting; spouse is Lori).

Key claims

“Go first” with possibility, not scarcity; use a job to build a bridge to entrepreneurship; build multiple income sources so lifestyle doesn’t change if one income stops; avoid luxury purchases unless cash-funded; pause before instant gratification; generosity creates a win-win cycle; money beliefs can cost opportunities across generations.

Notable examples

Heather’s LA spa spending on $200; music licensing via music supervisors (TV shows like Pretty Little Liars, Criminal Minds; networks like Netflix/NBC); 147 webinar signups; Derek’s client who feared jail after a bounced check; Derek’s animal shelter nonprofit (501c3) as healing; Chris and Lori’s “try it on for size” relationship rule and daily 3–6 mile walks.

Written by AI. May contain mistakes. Listen to the episode to check what was said.

Chapters

Tap a time to open that second in VO

Heather's Journey to Wealth

0:43 to 1:30

Heather shares her personal story of moving to Los Angeles and her initial struggles in the music industry.

“Tell me, have you been enjoying these new bonus confidence classics episodes we've been dropping on you every week?”

Embracing Abundance

1:30 to 3:01

Heather explains how she learned to prioritize experiences of abundance over scarcity, sharing specific examples from her life.

“And I started a podcast and wrote books and all that stuff.”

The Transition from Music to Coaching

3:01 to 4:36

Heather discusses her transition from being a musician to building a successful coaching business and the mindset shifts involved.

“We go first, we co-sign scarcity or possibility.”

Finding New Possibilities in Music

4:36 to 7:42

Heather shares how she explored licensing music for TV and film, discovering new opportunities and strategies along the way.

“I didn't know that I didn't have a coach.”

The Launch of the Podcast

7:42 to 9:08

Heather recounts how the idea for her podcast emerged from her coaching sessions and her journey in the music industry.

“Like, it was always like a fait accompli.”

Creating a Successful Online Class

9:08 to 11:24

Heather explains her experience in creating and leading an online songwriting class that became a hit.

“And I wound up long story short being featured on like six or seven music podcasts.”

From Loss to Opportunity: A Journey of Reinvention

14:49 to 18:49

Heather shares a personal story of job loss and the lessons learned about perspective and reinvention.

“I had to come home and tell Lori, babe, listen, lost my job today.”

Financial Rules for Stability: Lessons Learned

18:50 to 21:00

Discussion on financial rules established to ensure multiple income sources and responsible spending.

“One of them in order to protect ourselves was that we will never ever have less than multiple income sources.”

The Role of Partnership in Entrepreneurship

21:01 to 23:13

Exploration of how Heather's relationship with Lori supports their entrepreneurial journey through communication and growth.

“What role does it play who you chose as your spouse in your entrepreneurial journey?”

Transforming Money Mindset: The Power of Generosity

23:14 to 28:00

Heather discusses the impact of changing one's mindset about money and generosity on personal and financial growth.

“If it's a pouring rain out, we'll still be out walking because when we've got that guaranteed container to physically remove ourselves from the place where we've done battle all day and change our state a little bit.”
Show all 17 chapters

Generosity and Financial Success

28:00 to 29:42

Learn how a mindset shift towards generosity can enhance both wealth and community impact.

“And that was when I would give to an organization I believed in, I was giving money.”

Overcoming a Poverty Mindset

29:42 to 31:08

Discover how personal experiences shape financial mindsets and the importance of risk-taking.

“People listening right now are thinking, oh, well, this guy grew up with a silver spoon in his mouth.”

Transforming Financial Beliefs

31:08 to 33:10

Understand how limiting beliefs about money are formed and how to change them.

“It wasn't until my first job out of college that I reached a very important fork in the road.”

The Impact of Financial Trauma

33:10 to 36:22

Explore how childhood experiences with money can affect adult financial decisions.

“So Heather, I mean, when you see that as a kid, you can't help but begin to believe that, well, I guess that's just how money works.”

Finding Purpose Through Contribution

36:22 to 41:22

Learn how giving back can lead to personal healing and fulfillment beyond material success.

“Now, if we talk specifically about the abuse, I never talked about it other than when it first happened, I literally bottled it up, stuck it down inside, and for 20 years never uttered a word.”

Entrepreneurship vs. Self-Employment

41:22 to 42:01

Understand the differences between being self-employed and a true entrepreneur, including intentionality in business.

“It was through giving and being in service to others.”

Understanding Entrepreneurship vs. Self-Employment

42:01 to 45:59

Learn the key distinctions between being an entrepreneur and merely self-employed, and the importance of intentional business building.

“which is exactly what you did, figure it out along the way, which is fine.”
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Transcript

Automatic transcript. May contain errors.

0:00Heather Monahan:Okay, so I know everyone's talking about how it's so hard out there right now and there's a lot of negative things happening. There's layoffs, real estate's out of control. There's no certainty. But there is always a way to be the exception to the rule. So I put together the best tips and the best cuts of our episodes talking about money mindset, about how to create wealth and to help you get through whatever challenge it is you're going through. I'm on this journey with me. Each week when you join me, we are going to chase down our goals, overcome adversity and set you up for a better tomorrow.

0:41I'm ready for my close up.

0:43Heather Monahan:Tell me, have you been enjoying these new bonus confidence classics episodes we've been dropping on you every week? We've literally hundreds of episodes for you to listen to. So these bonuses are a great way to help you find the ones you may have already missed. I hope you love this one as much as I do. When I first moved to Los Angeles, I was 23. I wanted to get a record deal. And that's a whole fun journey. I did get a record deal. I was signed to Interscope. I got dropped from Interscope. I got signed to Atlantic. I got dropped from Atlantic. I wound up writing music for TV shows and films for 10 years, like Pretty Little Liars and Criminal Minds and Switched at Birth and McDonald's commercials.

1:19And I made a career out of that. And that was what I thought was going to be like it for me. And I had a couple of my two first daughters at the time. And then I wound up actually continuing to follow the breadcrumbs. And I my whole world opened up so much more than I ever thought. And I started a podcast and wrote books and all that stuff. But when I was first in L.A., I didn't have a trust fund. My parents are divorced. My mom was a single mom. We lived in an apartment growing up with very, very little. I, you know, slept in the living room and had to work a couple of jobs just to kind of have enough money to pay for lunch in school.

1:50you know, that kind of a thing, no big deal, but like, it wasn't a silver spoon kind of a life. And when I was in LA, I got my, you know, whatever job I could get to pay my bills. And I had my roommate and everything. And I would take$200. That's a lot of money for me when I was 24 years old. And I would take$200 and I would spend it to go to the peninsula and go to the spa at this beautiful five-star hotel in Beverly Hills. And I knew that if you bought this massage, you had access to the spa for as long as you wanted. So I was like, you know what? That's such a great way to spend the day because I'll go get a massage and then I'll spend an hour like in the steam room.

2:29And then afterwards I'll go in the sauna and I'll use those lavender icy towels with the eucalyptus. And my friends would say to me, you should be careful. Like that's so much money. You can't really afford that. And I would say like, I can't afford not to do that. That day would give me so much. the way I would expand, the way I would feel, the way I would start to allow more of what's possible to seep in, the way I would start to align with that, the amount of things that would happen afterwards were just giant. And it's always been that way. Like you always go first, right? We go first, we co-sign scarcity or possibility.

3:09And so I was always like, I would go first when it came to abundance, when I started my podcast, like I didn't think what's going to be the ROI, how fast are people going to listen? It was just like, I'm doing this end of story. So it will be. And then, yeah, for every 16 people in the beginning, I asked to be on, there will only be one person who said yes, but it didn't matter. And it was the same thing with writing music. When I got dropped from the label, I had a day job for a couple of years and I thought, oh, this is what I have to do because my dream didn't work out and I have to be practical and get a job.

3:46But I was so unhappy. And finally, one day I was looking at myself in the elevator doors and I saw myself wearing high heels and like a double breasted pantsuit. I just started to cry because I was like, you came out here with this like authentic, alive spirit. And now you're like, you don't even recognize yourself. I quit and I didn't have anything to fall back on. And now I don't tell people that they should quit. I say, Hey, use your job as your investor and build the bridge. And let's work together to figure out what you're going to do instead of scrolling your phone, because everyone's on their phone, at least six to 10 hours, at least a week, not 40.

4:28I was like, let's use those hours to build your side hustle. And then in like three to six, nine months, you'll quit your job and people, they do. And they're very successful that way. I didn't know that I didn't have a coach. So I just quit, but I had to, because I knew I was, I didn't have any other possibility. It wasn't clear. And I was like, I got to get out of here. And when I did, I started looking around and I was like, who says that I can't do music just because I didn't actually get to tour the world like Rihanna or Taylor Swift. Like there must be something here because I got so close.

5:00So I started to ask a different question. If you ask a new question, you'll get different answers. And I was like, is there any other way for me to do music? And I started to Google, how do other people do this? And I saw there were artists doing this thing called licensing their songs. And I was like, what does it mean to license your song? And why is Dawson's Creek and One Tree Hill and Grey's Anatomy, why are they using all these indie artists like Ingrid Michaelson? And why are they using all these people? Christina Perry's song was licensed to So You Think You Could Dance. And the next night she had 200 ,000 downloads of this song and she was a waitress.

5:31Like, I was like, oh my God, I never even thought of it. So I was like, that's what I'm going to do. And I started to reach out to all of these people at Netflix, NBC, Paramount. And I was nervous. I felt crazy. Of course I did. I was like, I don't even know who I'm asking for. I don't know what I'm doing. But I was like, so you'll be uncomfortable. So what? And I was, and then I learned, okay, that doesn't get you past the front desk. ask it a different way. And then I learned, oh, the name of the person who chooses the music is called a music supervisor. So then when I would call a network or I would call a movie studio, or I would call an ad agency because they have them too, I would say, can I talk to the music supervisor?

6:09Then I got smarter and I would look up who the name of the music supervisor is. I would Google Deutsch advertising or ABC family music. And I'll be like, oh, can I speak to so-and-so? And then I got better at having the conversations. And my point is like, my friends would be like, that's insane. You should have an agent. Aren't there people who do that? And I said, look, no agent is going to wake up and think about me as much as I'm going to think about me. So I'm going to do it. What's the difference? I can figure it out. And I wound up figuring out that it's about having empathy and asking people questions and not saying, let me pitch you and be impressive.

6:42It's like, no, let me make a relationship with you. Oh, Hey Scott at Leo, I'm making this up. Leo Burnett, Chicago. I know you're doing McDonald's. I saw your last ad. I love that song by Spencer Ludwig. How do you like living in Chicago? PS. Oh, you like it? What's your favorite pizza place? Me too. I've actually been there. Oh, do you like Uno's East? Blah, blah, blah. By the way, are you working on anything new? And if you are, what's the storyline? Oh, you know, it's a McDonald's ad about best friends. We're going to need something that's like Edward Sharp and Magnetic Zeros meets blah, blah, blah.

7:12And I would be like, you know what? What if I wrote you something and I'll send it to you? And he'd be like, cool. Yeah. I don't have any guarantees, but go for it. I'd be like, cool. I'll reach out. I'll reach out when it's done. Then I would go to a producer in LA and I would say, hey, I can't pay you for this track up front. But I just spoke to this guy who works on blah, blah, blah. And is it worth your time to like, give me studio time with you two hours in the evening when you're done with whatever you're doing and I'll cut you in on the back end. And it's like, be resourceful. Like your greatest resource is not any resources, your resourcefulness.

7:41But do you see Heather, what I mean? Like, it was always like a fait accompli. It was like, I'm doing this. It's like, I'm doing this. We'll figure it out. It's not landing on the moon. And even that we figured out how to do. So then it would work out. And then sometimes it would work out in the sense that the guy at the ad agency or NBC or Netflix would say, you know what? That song doesn't work. But let me tell you this. There's something else we're doing. Would you write a song about, you know, home or sisters or, you know, brand new day? I'd be like, yeah. So then I would get in the pipeline because I wasn't again looking for the ROI.

8:14It's like, I need it to work out. And why didn't I was not, this is the energy, right? I was always in this energy of like, this is so fun. I'm anticipating how cool this is going to be. and I wound up making about 400 grand a year writing music for film and TV and sitting over there on my shelf. I could grab them right now, but I was featured in billboard and variety, not like a blurb in bill billboard magazine. Like they did a full page spread with a picture of me, like, who is this girl making this money without a label, without an agent. Then the same thing happened in variety magazine, full page.

8:46My cousin was at the newsstand in New York city. And he's like, is this real? Like there's a full page spread on you. And I was like, I actually said to the editor of Billboard, when we sat down to do the interview, I'm like, is this really newsworthy? And he's like, Kathy note to self, like, don't ask me, you know, cause it makes, why would you want me to say? And I was like, you're right. You're right. Right. But I was just kind of doing my own thing. And then, oh my God, I saw the next possibility and next possibility. And I wound up long story short being featured on like six or seven music podcasts.

9:17I never thought I'd have a podcast and people who had music podcasts would say, let's talk about the business of music and how you did it and blah, blah, blah. And then one of the girls, there were so many emails that would come in from artists saying, I heard your interview. Oh my God, can you coach me? And I was like, no, no, I don't coach. What are you talking about? Like, I don't do anything like that. And this is 2016. And one of the girls wrote me an email and she's like, you should start an online class because there's so many songwriters around. And I was like, what's an online class? What are you talking about?

9:47And she's like, yeah, people do this stuff online. I'm like, I don't even have an Instagram account. I don't even have a Twitter. I'm not on my, I would never was an online person. I said, you know what? I was pregnant with my third daughter. I was like, what do I have to lose? I guess I could teach an online class to songwriters. I didn't have a podcast yet. Still didn't have an Instagram, no email list. And I just decided, okay. And so I did a webinar, but it wasn't a webinar. Like I didn't make a slideshow. I don't know how to make a slideshow. So was it a webinar? I don't know. I was live for an hour and it was the first time I had ever even used the software.

10:21It was like a Google Hangouts or I don't even know what I used, but I figured it out. It was nothing fancy. There was no funnel. And for three weeks leading up to it, I posted it in different songwriting groups. Like, Hey, I'm going to do this thing. And you can tell from the way I wrote it, like there was no cool polished. Like it was just like, I'm doing this. People didn't even know who I was. It was like, okay, come to it. And we did this Google Hangouts webinar. I guess you could call it that. I was pregnant. I was just myself. And at the end of it, I was like, I'm going to teach a class.

10:50It's a thousand dollars. I didn't know what I was doing. I was like, we'll figure it out together. I'll answer your questions. Maybe I'll bring in some music supervisors here and there to answer questions for you about what they look for. And 147 people signed up that night. And I got off and I was like, this is crazy. Like, yes, I was already making $400 ,000 a year, something like that. We had already bought our first cute Spanish like style house in LA and we were able to afford the kids to go to a good school. But that was crazy. I was like 147 grand. It was on for an hour. Like that's crazy.

11:22And now I'm just going to talk to these people once a week. And I loved it. And then three months, four months later, one of our students, Amy, she said to me, this has to be a podcast. And I was like, what's what, what does that even look like? Like, I don't listen to anybody. I think I've been on a few. She's like, just start one. And so I said, okay, I'm so busy. Now I have three kids. The youngest one was like a month old. And I was like, well, no time like the present. I'm not going to get any less busy. I have three little kids under five and I have a career. So I said, fine, I'll start a podcast.

11:54I was like, I'm just going to do it. It wasn't like I'll do it until I have a thousand downloads. I'll just do it. And I started the podcast. And as the podcast was growing, I was like, I'm not going to be doing music much longer. I could just feel like this is what I came for. This is really what I like to do. I loved it. I didn't care if I was interviewing someone early on who just owned their own bakery. I didn't care if I was interviewed because in the beginning it wasn't famous people. I just loved that. Here's what I started with and here's where I landed and I get to do something I love and I'm making 10 ,000 croissants a month.

12:26And I can't believe like I went from dropping out of high school to doing this or whatever people said. And then it just, it really grew.

12:35Heather Monahan:guests each week.

12:40Heather Monahan:Growing up, money in my house was scarce. And the conversations around it were a little stressful, to say the least. That shaped how I handled money for years. Modern didn't just change that. It gave me the chance to rewrite that part of my story and start a new story. Here's the thing about lifestyle creep. It's silent. You don't even notice it happening. My savings rate had quietly slipped 20 % and I never noticed until Monarch put it right in front of me. Now it's like having a financial advisor in my pocket. The AI Weekly Recap catches spending spikes and net worth shifts before they become a real problem.

13:21Heather Monahan:And when I want a straight answer like how much did I spend on travel last summer, I just ask Monarch's AI assistant. Write your own money story with Monarch. Use code CONFIDENCE at Monarch.com to get your first year of Monarch Core half off at just$50. That's 50 % off your first year at Monarch.com with code CONFIDENCE. Can I be honest with you? For way too long, I thought feeling off was just part of being a woman. That 3 p.m. crash, the brain fog, mood swings that no one can explain. I got so sick of accepting it. And that's what sent me down a rabbit hole that landed me on Primal Queen. Beef organs were not where I expected to end up.

14:01Heather Monahan:Primal Queen built a formula specifically for women, not just organ nutrition, but female organs too, like your uterus and ovaries packed into two capsules a day. No taste and no prep, just that real shift to back to who you are, high energy, locked in focus and a great mood. It's grass fed, pasteurized, no hormones, no antibiotics third party tested and over 25 000 women have given it a 4.6 star rating for a limited time my listeners get a free month of primal queen plus four free gifts at primal queen.com slash confidence that's primal queen.com slash confidence when you check out tell them Creating Confidence sent you.

14:48I ask you to try to find your passion. Boy, the first step was grueling. I had to come home and tell Lori, babe, listen, lost my job today. And we're gonna have to sell, matter of fact, short sell this great big home that we just built. We have to sell or walk away from the rental properties. We have to get rid of all these cars. You name it. I had to break the news, so to speak. And I remember Lori looked at me and she was calm and she paused that she could have been mean, she could have been angry, she could have been all those things, but she wasn't. She looked at me and she said, I will never let this happen again.

15:24And that became the birth of Lori, how people know Lori today, because until that moment, she never had an opportunity really, or the urgency to go and develop her skills that she was meant to go and develop. So that's one of the positive things that came out of it. So step one was breaking the news. Step two was swallowing and accepting this opportunity at reinvention. Listen, I could have looked at it and said, poor us or this happened to us or any of those things. And I didn't. Of course, I had some anger. I had a lot of insecurity. I have plenty of fear. But I saw it as a bit of relief. I didn't have to play this role anymore.

16:01And I got to choose again. And I'm telling you, the best thing that you can control is perspective. You're either going to have a negative set of lenses on or an opportunistic set of lenses on. And I've always been pretty opportunistic. So I chose the opportunistic set of lenses and I put those on and I said, you know, what could life look like going forward? And that's really where our entrepreneurial journey kind of started. Matter of fact, I always had that entrepreneurial bug in me. There were a few things I tried kind of halfheartedly in the past. So that seed was always there. This was just the first opening for it to really grow into something.

16:34And I'll tell you what the third step was, was accepting reality and making the best out of it. In other words, we sold everything or short sold everything or walked away from everything in order to have a clean slate and started out in a tiny little 900 square foot loft apartment in downtown Minneapolis and built from there. Instead of trying to somehow string this out or drag it on, we just said, you know what, let's tear off the bandaid. Let's start fresh. And then let's build something great going forward with these new lessons that we have in life. And that really was what gave us the trajectory, those few steps of launching us, so to speak.

17:15Heather Monahan:And how many years, because you and I were just talking before we turned the recording on about you're now closing on your third home and you have a different home for every season and you're living that proverbial American dream now that we all want to live. But how long did it take from that rock bottom? You had to go home and tell Lori that, you know, you had to start over to saying, you know what, I think this is working. A long time. See, that was about 12 years ago, as you and I sit here and record today, I guess almost 13 years ago, right? So that felt like a short journey, but it's technically a long time.

17:5013 years is a long time. And what happened was we became so gun shy. The pendulum always swings too far one way or the other. so in losing everything we became so afraid to spend again we became so afraid to you know part with our money again that we really had to and that's a lot of where what i talked about today comes from we really had to set out to learn what do smart people do with their money what do the people who have the life that we eventually want what do they do with their money how do they behave how do they think and it was in accumulating all that information and being willing to trust the information that you're accumulating and start to put it into practice a little bit and let that practice turn into small muscles and small muscles turn into large muscles that here we are 13 years later and these homes we're getting these all in a basically a one-year period and so it's not like it happens overnight by any stretch of the imagination but i'll tell you laurie and i made a couple of financial rules for ourselves that I would love to share.

18:50One of them in order to protect ourselves was that we will never ever have less than multiple income sources. And the rule that we live by is if any one income source went away today, we would not have to change anything about our lifestyle tomorrow. So this is the ultimate goal. Heather, this is what people should work towards. We live in a time, multiple income sources is not a luxury. It's a must have because the world is changing so quickly, so dynamically. So you want to work towards building enough income sources so that even if your biggest one, even if your best one went away today, you wouldn't have to change your lifestyle tomorrow because the others could support you.

19:28That's rule number one. Rule number two was we decided we weren't going to buy anything that's a luxury. Now, I don't mean the home over your head. I don't mean the car that gets you to and from work. I mean the extras, for example, these extra homes or a motor home or a boat or something like that. We weren't going to buy any of that stuff unless we could pay cash for it. Now, it doesn't mean we do pay cash for it because that would be wasting the chance at leveraging money right now at, you know, 3%, which is basically free money. But we will not buy something unless we can pay cash for it without changing our future lifestyle.

20:04So that's rule number two that we live by. And then rule number three is just that we try and pause and we really try and ask ourselves, is this just something we want for instant gratification? Or is this something that in two or three years, we really see playing a significant role? So let's talk about this lake home that we're going to close on soon. This is not instant gratification. We already get to go up to Wisconsin every summer. My mom has a lake home there. We already keep our boat up there. So this is not an instant gratification of, oh, it'd be nice to have this. This is a legacy piece of property that became available.

20:40And Lori and I can't wait to bring our kids that we don't have yet to bring our kids up and make memories and friends and have this be in the family for a long time. So it's a long term play instead of an instant gratification play.

20:55Heather Monahan:Oh, it's so, so good. And I love that you're both so on the same page about everything. What role does it play who you chose as your spouse in your entrepreneurial journey? That's such a great question. So Lori and I met when she was 21 and I was 24. Friends first, then became lovers. I wanted to be hooked up right away immediately. She had a different agenda, different timeline than me. And so I was willing to work through that, be patient, work through being able to quote earn her. But when we met at 21, 24, that's young. And you're very different people than you are today as I'm 44 and she's 41.

21:36And so over that 20 years, you become at least three or four different people each, right? Your likes, your interests, what drives you, everything. It changes radically. As a matter of fact, we should be changing. It's so unfair for people to expect the person they met 10, 15, 20 years ago to be the same person they met. That would be a nightmare. Lori would be so boring to me if she was the same Lori when she was 21. And I'd be so boring to her if I was the same Chris, you know, that I was when I was 24. So what's really made it work was a couple of things. One, we've always said we're willing to try it on for size.

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22:16So just like when you go in the dressing room, you try an outfit on for size, is it a fit for me? Is it not? Instead of saying that's a dumb idea, or why would you want to do that? We've made an agreement that we always try each other's ideas on for size. And part of the rule is it doesn't have to be a fit. There is no obligation for it to be a fit. When somebody brings up, hey, I would love to try this or I want to switch careers or, you know, what if we could start experimenting with X, Y, and Z? If you shoot it down right away instead of trying it on for size or considering it, that makes the other person feel bad.

22:46And then they stop bringing exciting ideas to you. And then that dooms the relationship. So you want to create an atmosphere where it's absolutely okay to reinvent yourself or bring new ideas into the relationship and know that the other person isn't going to embarrass you or shoot it down, but instead they're going to try it on for size. So that's been one great rule that's kind of helped us morph into who we are today. I think the other thing is we have, you're going to laugh at this, but we've always been walkers. Like we walk three to six miles a day. every single day. It's a non-negotiable for us.

23:21If it's a pouring rain out, we'll still be out walking because when we've got that guaranteed container to physically remove ourselves from the place where we've done battle all day and change our state a little bit. And we know that we're going to have that chance to connect first thing in the morning. And then at the end of our workday, that's a really important container to be able to talk through anything that would otherwise be put on the back burner. And I'll tell you what, we've done a great job of putting things out when they're smoke instead of letting them turn into a fire and trying to put it out then.

23:52And we're able to do that because we've got this daily container where we're willing to address anything that we have to address. So those are just a couple of ways that we've kind of grown into the people that, you know, they look at us today and they might say, oh, must be nice to have found another entrepreneur that understands how you tick and all that. We were not those people. We grew into those people together.

24:16Growing up, money in my house was scarce.

24:24Heather Monahan:And the conversations around it were a little stressful to say the least. That shaped how I handled money for years. Modern didn't just change that. It gave me the chance to rewrite that part of my story and start a new story. Here's the thing about lifestyle creep. It's silent. You don't even notice it happening. My savings rate had quietly slipped 20 % and I never noticed until Monarch put it right in front of me. Now it's like having a financial advisor in my pocket. The AI Weekly Recap catches spending spikes and net worth shifts before they become a real problem. And when I want a straight answer like how much did I spend on travel last summer, I just ask Monarch's AI assistant.

25:07Heather Monahan:Write your own money story with Monarch. Use code confidence at monarch.com to get your first year of Monarch core half off at just$50. That's 50 % off your first year at monarch.com with code confidence. Can I be honest with you? For way too long, I thought feeling off was just part of being a woman. That 3 p.m. crash, the brain fog, mood swings that no one can explain. I got so sick of accepting it, and that's what sent me down a rabbit hole that landed me on Primal Queen. Beef organs were not where I expected to end up. Primal Queen built a formula specifically for women. Not just organ nutrition, but female organs too, like your uterus and ovaries packed into two capsules a day.

25:51Heather Monahan:No taste, no prep, just that real shift back to who you are, high energy, locked in focus, and a great mood. It's grass-fed, pasteurized, no hormones, no antibiotics, third-party tested, and over 25 ,000 women have given it a 4.6-star rating. For a limited time, my listeners get a free month of Primal Queen Plus for free gifts at primalqueen.com slash confidence. That's primalqueen.com slash confidence. When you check out, tell them Creating Confidence sent you.

26:32When I launched my own podcast about two years ago, the World Series was coming to Arlington. It was the first time that they'd had a neutral side because of COVID. So my daughter is a huge baseball fan, Heather. So I bought a ticket for my daughter, myself and her boyfriend. But then I said, you know what? I'm going to back myself against the wall here and say, I'm not going to allow myself to go to the World Series until I get a certain number of downloads on the podcast. And I wanted to go all in. And so I came up with a variety of ways to do that. And it was amazing how when I put myself in a situation of I'm going to lose something valuable, my brain went into overdrive.

27:09It was like ideas began to fire back and forth because there was a purpose. There was a cause. I had to do it. So the day before the World Series, we hit the goal. But I say all that because for people who are thinking about their money as if I go to a job, I come back home, I press repeat and do it again the next day. And then Sunday about four o 'clock, that icky feeling settles in that says, oh, I got to start this all over again on Monday. This message is for you. And I want to tell you, if you're working in a job right now, where your feet are today is where you can have the most impact. And if you can find a way to increase business, reduce costs and grow the bottom line where you're at right now in a job, you can make more money, which means you can then give more money to the causes you care about.

27:56And I want to dispel something real quick, Heather. This was a problem I had to work through myself many years ago. And that was when I would give to an organization I believed in, I was giving money. So therefore I was losing money for them to gain the money. Okay. So get this, it was lose win, which is never a good scenario. And what I realized when I came upon this generosity purpose, this is a way for you to make more money, do more good. And because you're doing more good, more people typically want to work with you and you are driven to make the business successful, which means you keep making even more money to do more good.

28:31And the cycle just keeps repeating itself. And so no longer is it lose win, it's almost win win. And the charity gets one win. You're almost winning more than the charity is because it changes your mindset to have a fulfillment mentality. And you're helping your customers. And I think you're helping your business, Heather, because you're decommoditizing the product or service you've got. There's so many things right now. People can work with any CPA, realtor, attorney, salesperson. It all looks the same, sorry to say to the audience, to the outside person. But when you raise your flag up and say, you know what?

29:06We provide great service, But what helps us stand out is we help make our community better. People want to work with that person. And research tells us, surprisingly, they're willing to pay more money to do it because they're part of a thicker story. So when the competitors come knocking, they may be teased with a price reduction from the competitor, but they won't change because the bigger story of how you're helping make the world better and helping their community really is what hooked them in the first place.

29:34Heather Monahan:Oh, it's so powerful. And I'm telling you, it works. I'm living proof. Please raise your hand at work. Make this change in your business. You will be thankful for it. Okay. People listening right now are thinking, oh, well, this guy grew up with a silver spoon in his mouth. His dad handed him his financial advisor business. I know that's not true, but I'm hoping you could share with them a little bit about the truth behind how you came to be the person you are today. Well, I wasn't that kid where I had to walk up hill in the snow, both ways to school. And I carried a warm baked potato to keep my hands warm.

30:05I ate that potato at lunch. It's not a story like that, but I grew up lower middle class. And what I didn't have going for me was I didn't see my parents take any risk. My dad was a metallurgical engineer, so he was very math oriented by nature. And he would always get to the precipice, Heather, of wanting to take a risk, of wanting to launch a business and do something more. But he couldn't quite get there. So I grew up liking money and I began to connect at an early age. the more money I made, the more I could give away. I remember writing even like in my left hand to make it look anonymous to give a cash donation to our church and the food bank so it wouldn't get traced back to me.

30:47There was something about that that just drove me. You know, even as a kid, I kept track of every dime I found on the ground every quarter of my first paycheck. So I didn't grow up in utter poverty, but I would say I had sort of a poverty mindset mentally when it came to my money because I didn't see my parents have a plan or an ability to work themselves out of the bubble that they were in. It wasn't until my first job out of college that I reached a very important fork in the road. And what it looked like was I got passed over for a raise, which really bothered me. The boss would routinely say on Fridays, hey, by the way, Saturday is a work day.

31:24I need you to come in eight o 'clock tomorrow. I have to call my wife and cancel our plans. And then get this, back when people wrote checks, he actually bounced two of our paychecks. So imagine this, I give a tithing check to my church and my pastor calls and says, hey, Derek, I don't know how to tell you this, but your tithing check bounced, which meant the business didn't have money to pay us. So I quickly saw the writing on the wall and I reached this moment and I thought, I can either stay at this job or a salaried job like this, but someone would always be telling me what I'm worth. based on the salary that they're giving me right then.

32:01That's what they're saying. Here's how much I'm worth to the company. Or I can take a risk. I can put the chips on Derek. I can bet on myself and go into a financial planning business, which I've always wanted to do. And that's the path I chose. So I continued working full-time for three more months, got licensed in the evenings, in the studying on the weekends and so forth, and eventually made that break. And people told me, Derek, you're going to fail. You don't have enough money in cash reserves. You're not smart enough. You don't have a financial background. But what I had in my heart, Heather, was I recognized I was sort of a nobody, but it was with the heart and a desire of a somebody.

32:37And I recognize even in high school when I ran for office and won because I brought people together is if you can help people feel important and heard and appreciated, regardless of their age, regardless of their net worth, they will have an affinity toward you because you're endearing yourself toward them and making them feel an important part of your life.

32:57Heather Monahan:Oh, that's so powerful. You brought up this poverty mindset. What are some of the strategies that you can share with people listening right now, how to switch that mindset? Well, let me ask our listeners this. Did any of you grow up with this scenario where you might have seen mom or dad or grandma and grandpa hit their fist on the kitchen table while you were a kid and they'd say, if only we had more money, then we could fill in the blank. Okay. So Heather, I mean, when you see that as a kid, you can't help but begin to believe that, well, I guess that's just how money works. The lack of it causes pain.

33:34And because we can't get more of it, we live with the pain. Or you might've heard someone say to you, you know, in life, there's the haves and the have nots, and we're in the have not category. Well, those, those beliefs, I just wish I could just punch my fist through some glass right now and say, look, stop that thinking. I mean, we get one shot on this earth. And whether you've made bad decisions in the past or people have told you you're not worth what you're making right now or you'll never get paid more than that or you've made some really bum decisions, you can move ahead today and change that.

34:10And let me tell you a quick story to illustrate this. So there was a woman who I was in the office on a Saturday morning and my voicemail, I was blinking and I pressed it and a woman's voice came on and she was scared beyond belief. She said, Derek, you've got to call me back right away. I bounced a check and I'm going to go to jail. My gosh, what? I was like, who goes to jail because they bounce a check. So I quickly called her back. I knew this message wouldn't wait until Monday. And I said, tell me what happened. She said, Derek, I feel so stupid. I didn't move money from my savings to check-in.

34:41I wrote a check. I got this letter in the mail. It bounced. And now I'm going to go to jail. I said, okay, let me press pause. We can call the bank on Monday. We'll take care of the bank and so forth and the cash, the check, the bounce. But why do you think you're going to go to jail? So she began to tell me a story. And when she was seven years old, she's 55 right now, seven years old, she overheard her dad receive a call from a store owner that he had just bought some school supplies for and some clothing for her and her siblings. And he accidentally bounced a check as well. And the store owner said, because you bounce a check, I'm going to send the police over there and we're going to send you to jail.

35:18So this seven-year-old girl thought that if you bounce a check or even more, if you make a bad financial mistake, you go to jail. So now fast forward, she's 55 years old. And what that did for me, Heather, is it gave me this entire epiphany of for the past 10 years as we worked together, she was always hesitant to take risk. She wouldn't take advantage of investment options I gave to her that would have made her quite a bit more money. And she was underpaid for the position that she had. Once we began to talk about this and she began to realize the false money belief was not just false, it was actually costing her money and opportunity.

35:57She actually got another job was making more money, her life dramatically changed. And so what I want people to hear is, don't just think when you say money beliefs, it's just this abstract thought. Your money beliefs can actually change the course of your family and your family's generation for generations to come. And it all starts with you having the courage to bet on yourself.

36:27I feel for me a lot of my my life up until even when I started the first business I was running from that pain that life like you know I didn't want I wanted to make money because I didn't ever want to have to depend on anyone like I wanted to be successful so that I had power and control over my decisions and my autonomy of my life so that's I was running from the interesting thing was I even once I got longer on my journey, I never chose what to run towards, because I was running so hard, so long from things. Now, if we talk specifically about the abuse, I never talked about it other than when it first happened, I literally bottled it up, stuck it down inside, and for 20 years never uttered a word.

37:13And looking back, it's interesting how our survival mechanisms that are so strong in us will kick in and will really get us through whatever we need. So for me, it was about just always grinding, always focusing, because I didn't realize then that I got so caught up into who I wanted to become and how much, how far I wanted to get away from all this situation that I was really just trying to create the life that I wanted because I didn't want to acknowledge what was. And I didn't probably address it. I think I was close to 30 before I ever really talked about it and really have only opened up to talk about it publicly in the last couple of years is for me, it was one of those things where everything started to connect.

38:00My life started to be so much clearer when I started to open up because I think that we have as much pain as great as our secrets. And I think when we're hiding from something and we're trying to minimize something or we're trying to just completely compartmentalize something, no matter how hard you try or how good you are at it, which I was really damn good at it, it will surface in other ways. It will surface in choosing the wrong partner next. It'll surface in making a bad choice and hiring someone or having, you know, who you're going to sleep with or who you're going to marry. I think that you choose bad decisions when you aren't really healing what you've already gone through.

38:43And so, you know, it was definitely a journey that then took me to like really talk about it and open it up. But the interesting thing was when right before I probably talked about it for the first time, I had bought a building because I was investing in real estate, commercial building, and had no idea what I was going to do with it. But I just loved commercial real estate at the time. So I would buy any deal that I could find. And I bought this building. It was sitting there vacant and I was driving, leaving the business. You know, I'm like rushing and pushing and I'm like climbing so many mountains.

39:13And I made this like mecca little place that like everyone wanted to come to. And we were really known to be like a pioneer in the space on the East Coast and like all this stuff. And yet I felt so freaking empty. I felt so unfulfilled. I accomplished every one of those goals on my list when I was 15. and yet I still was driving by that building and thinking, is this it? Like, did I do all of that? Did I get out of all of this abuse for this, for this feeling? And it was like in that moment, the best way to describe it, Heather, is like I recognized everything that I've done and then everything that I still didn't have.

39:56And at that moment, I was driving by this building and I thought, what am I gonna do with this building? Like this has been sitting here for a year. I got to do something with it. And it was like a voice, like we're talking said, put your animal shelter there. And I was like, I never wanted to open an animal shelter. I never wanted to have a nonprofit. Like those weren't things that were ever a conscious decision for me. And, but I did, it was like a gut, it was like a gut check. And it was something that I immediately did. And of course, cause everything else I figured out, like, why can't I figure this out too?

40:28So figured out how to start a 501c3 and, you know, turn that building into a kennel and everything that we needed to be to house animals. And it was through that. It's interesting. I built a nonprofit to save animals. But in the process, they saved me. I didn't realize that throughout life, because I felt so alone, that I turned to animals to heal. My dog that I would see. You know, the rabbits or cats that I would save and want to bring every stray animal home. And so I look back and think if I didn't have all of that happen to me, I wouldn't have the heart that I have now to help end suffering and to not want to see other people go through it.

41:13And so it was really through a very unconventional way that I truly healed. And it was through pure contribution. It wasn't the achievement of my goals. It was through giving and being in service to others. Oh my gosh, that's so beautiful.

41:28Heather Monahan:You can make me cry. I love that story. I love that you have turned such an horrible situation into such a gift. And I'm just so proud of you. That's such a beautiful story. Thank you for sharing that. Okay, so back to business, because this was something, you know, looking through all of your content, looking at your book, one of the things that you talked about that was helpful to me incredibly as someone who's on this journey now working, you know, 25 plus years in corporate America, which I know like the back of my hand, I don't know this new entrepreneurial world. I'm only a few years in, so I'm a rookie and learning as you go, which is exactly what you did, figure it out along the way, which is fine.

42:07Heather Monahan:However, it's helpful sometimes when someone's ahead of you and they give you some tips and, you know, hearing you explain the difference between someone who's working alone, like your father did versus someone who becomes an entrepreneur, like you did. What are some of those hacks and differentiators that you can share with us? So the biggest thing to remember is oftentimes people think they're becoming an entrepreneur. They think that they're building a business, but really what they do is they end up building themselves a job because they didn't build the business with intentionality of how they want their life to look if they're ever gonna exit this company.

42:45Because, you know, and it's fine if somebody wants to be a self-employed person, nothing wrong with that. Some people love what they do and they want to continue to be the artist or the talent, but they never sat down to identify, are you really the entrepreneur or are you really great with managing people or are you the talent artist within your business? And you're the one that should be front stage as we call it, as opposed to building the business and directing the growth. So it's really key. You can build anything you want, but what I see most people do is they don't recognize the difference.

43:17So social media has glamorized being an entrepreneur. I have no idea why. when I came out of my ex, I didn't even have an Instagram profile. Like, so when I came out of my exit and like saw this, I'm like, why is all of this being glamorized? Like I've been pulling my hair out for 20 years. I'm dealing with employees, lawsuits, like you, Nate, like all the things, um, business structure. And, you know, I mean, it's just been nuts. So I was like, I don't understand. And then I really started diving in and that's when I was like, Oh, okay. Well, most of these people actually haven't built a business.

43:46So that's why they're glamorizing it because they can take a laptop to the beach and that's supposed to be some fun thing until they realize that they have to take the laptop to the beach because they have to run the webinar. They have to do the thing. They have to have the workshop. They have to connect with the team. So if you're not intentionally scaling and growing a business, if you're not intentionally building systems and having efficiency in the business that other people can run, you will always be tied to it. And that's a job. And actually it's harder than just having a job because people think, oh, I want time.

44:18I want to be able to do what I want with my time. When you're an entrepreneur, oftentimes you have no control of your time because if your team, someone calls off, you have to step in. If all of a sudden the event's not going as well as you want, you got to jump in and handle things or this ball was dropped and you got to jump in. It's actually, maybe you actually just want a job and then you can take your money and build assets so that then you can do whatever you want. The difference between building a business and a job is a job you always are going to trade time for money. A business, you build a machine that generates revenue, generates wealth so that you can invest it and do anything you want.

44:55If I did anything right, it was by reading books in the beginning that taught me that. And I've always been able to, if I do anything that I'm good at, it's identifying patterns, which is why I can jump into someone's business and like really see things or jump into someone's investment and be like, oh, that's because this is wrong based off of two and a half years or two and a half decades of seeing different patterns. If you want to build a business, it is a totally different skillset than just being really good at something that you do. Neither is right or wrong, neither is bad or worse, but just make sure you know what you're building so that you don't end up in golden handcuffs.

45:33I see a lot of times people end up in these golden handcuffs. They think, oh yeah, they look like they're doing great, but really you just had to sit on back-to-back this or you had to go do all these coaching calls or you had to do all like, and yes, it's nice that you can do it from anywhere, but you know what's even nicer? To be able to do it from anywhere and not have to drag your laptop around unless you really want to. Like that is really what building a business is all about. You want it to build wealth so that you're not constantly trading time for money.

46:12Heather Monahan:growing inevitably something will happen no one succeeds alone you don't stop and look around once in a while you could miss it i'm on this journey with me

From the publisher

Could your money mindset be holding you back from creating more wealth? In this episode, I share lessons on building wealth, creating multiple income sources, changing limiting money beliefs, and becoming more intentional about how you use your money. I also talk about why resourcefulness matters, how generosity can change your relationship with money, and why building a business is different from simply creating yourself another job. Tune in to rethink your money mindset and create more possibilities for your financial future.

In This Episode, You Will Learn:

What your MONEY BELIEFS are teaching you about what’s possible.

Why RESOURCEFULNESS can be more powerful than having more resources.

How creating MULTIPLE INCOME SOURCES can give you greater financial flexibility.

The difference between building a BUSINESS and creating yourself another job.

How changing limiting MONEY BELIEFS can create new financial opportunities.

How GENEROSITY shifts your relationship with money and creates a bigger purpose for your work.

The value of choosing LONG-TERM FINANCIAL GOALS over instant gratification.

Check Out Our Sponsors:

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NetSuite - If your revenues are at least in the seven figures, get our free business guide, Aligning for the Agentic Era: How AI Is Changing Everyday Work at NetSuite.ai/MONAHAN.

Primal Queen - Our listeners get a FREE MONTH of Primal Queen plus FOUR FREE GIFTS at PrimalQueen.com/CONFIDENCE.

Hostinger - Go to Hostinger.com/CONFIDENCE and use code CONFIDENCE for 10% off now.

Resources + Links

Call my digital clone at 201-897-2553! 

Visit heathermonahan.com

Sign up for my mailing list: heathermonahan.com/mailing-list/ 

Overcome Your Villains is Available NOW! Order here: https://overcomeyourvillains.com 

If you haven't yet, get my first book Confidence Creator

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