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PODCAST

Moneywise

This is Moneywise, a podcast where hosts Sam Parr and Harry Morton are joined by high-net-worth guests to explore exclusive insights into personal finance and lifestyle tailored for other high-net-worth people, or those on their way. They"ll get radically transparent about the numbers, revealing things like their burn rates, portfolios, and spending habits. This podcast was made for the Hampton community, a private, highly-vetted, peer membership community for founders and CEOs of fast-growing,

business investing

All Episodes

47:25

I Sold for $100M and Now I Spend $1M/Year

Moneywise ·

2025/03/11

This podcast is a ridiculous concept: high-net-worth people reveal their personal finances. Inspired by real conversations happening in the Hampton community. If you're a founder doing at least $3M/year in sales, check out Hampton: https://www.joinhampton.com/. Dan Berger sold his company Social Tables for $100 million in 2018. But his net worth today hasn’t moved at all. Why? Here's what we talk about: How Dan went from bootstrapping websites to an eight-figure exit Why his net worth hasn’t

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30:46

How Tommy Mello Became a Billionaire Painting Garage...

Moneywise ·

2025/03/04

What does it take to turn a blue-collar business into a billion-dollar empire?For Tommy Mello, the answer is simple: relentless competition, strategic investing, and an unwavering commitment to winning. From painting garage doors to building A1 Garage Doors into a massive industry leader, Tommy has played the long game—and he’s not slowing down anytime soon. Tommy’s story is one of grit, sacrifice, and scale. He didn’t just grow a company; he mastered the art of exiting, reinvesting, and building

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32:04

"I Fast-Forwarded My Life 10 Years”: How...

Moneywise ·

2025/02/25

What if you could fast-forward your financial goals by ten years just by moving abroad?That’s exactly what entrepreneur Rob Hoffman did when he relocated to Colombia, where his $3M net worth stretches as if it’s $9M. Rob, a member of the Hampton community, shares how he built a successful marketing agency while living in Medellín. Once an anti-capitalist hippie, Rob’s journey took him from hitchhiking across Canada to scaling a business with $3.6M in annual revenue—all while crafting a

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43:44

How Comic Books Are Making Me Richer with Rob Walling

Moneywise ·

2025/02/18

Would you put millions into comic books? It sounds crazy, but for Rob Walling, it’s part passion, part strategy. He’s met people at the airport just to pick up a single book. But this isn’t just nostalgia—it's an investment play. Rob Walling is a serial entrepreneur who sold his SaaS companies for millions. But instead of Ferraris, he spends big on collectibles—rare comics, original artwork, and even historical autographs. For him, it’s about diversification, but also about reliving childhood joy at

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43:12

From Startup to $40M Exit – And We’re Still Just...

Moneywise ·

2025/02/11

Most founders feel isolated after selling their company. Chris and David Sinkinson didn’t—because they had each other.The brothers built and sold their startup, AppArmor, for $40 million. But unlike many founders who struggle with identity and purpose post-exit, they had a built-in support system: each other. With a 10-year age gap and complementary skills, they navigated the highs and lows of entrepreneurship as a team. And when they suddenly found themselves financially free, their brotherhood

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46:02

Elon Musk's Acquisition Made Me $50M, But Fatherhood...

Moneywise ·

2025/02/04

What if the key to success wasn’t grinding harder—but learning to let go?Chris Bakke made 10s of millions selling two companies, including one to Elon Musk’s Twitter. But after years of chasing big wins, something changed: he had kids. And suddenly, the drive that once defined him wasn’t as important as being present for his family. Chris started as a scrappy startup founder, building and selling multiple companies for over $50 million each. He worked directly with Elon, made bold investments,

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41:23

$500M and Still Asking "What’s Next?": Peter...

Moneywise ·

2025/01/28

What if chasing curiosity, not cash, was the key to a richer, more fulfilling life? Peter Wokwicz turned his relentless curiosity into a $500 million fortune—and found happiness along the way. Peter didn’t build his wealth by following the typical playbook. Instead of just chasing cash, he let his curiosity lead the way—and it’s resulted in over 40 successful exits, groundbreaking innovations, and a life that’s anything but boring. Now, with a thriving family office and a long list of projects,

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12:42

MiniWise: Why Checking Your Portfolio Every Day Might...

Moneywise ·

2025/01/21

Are you obsessively checking your portfolio—or avoiding it entirely? What’s the right approach to managing your money post-exit?In this Mini-Wise episode, Sam Parr breaks down how three ultra-wealthy entrepreneurs—Chuck (net worth: hundreds of millions), Travis (net worth: $50M), and Anne Mahlum (net worth: $100M+)—handle the mental rollercoaster of market fluctuations. Each shares their unique strategy, from completely logging off to obsessively staying informed, and how these choices impact

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49:20

The $300 Million Exit That’s Funding Humanity’s...

Moneywise ·

2025/01/14

Most people think Bryan Johnson just wants to live forever.They’re wrong. Bryan’s real goal is to leave a legacy that will last centuries. In this episode, we uncover the extraordinary vision of Bryan Johnson, an entrepreneur driven by the audacious mission to earn the respect of people living in the year 2500. Bryan isn’t just the man who sold Braintree (the parent company of Venmo) for $300 million—he’s an innovator investing every resource he has into shaping humanity’s future. From building

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45:40

When the Numbers Define You: Life After a $50M Exit

Moneywise ·

2025/01/07

Why do we let numbers define us—and what happens when they finally stop moving?Fred’s journey from corporate finance to a multi-million-dollar exit reveals the emotional rollercoaster behind financial success and the unexpected lessons that follow. Fred, an introspective entrepreneur, sold his company for a mid-eight-figure sum. His story isn’t just about numbers—it’s about the sacrifices, anxieties, and the emotional toll of tying your self-worth to success. From his immigrant family upbringing

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38:58

Is a 24,000 sq ft Home Worth It?

Moneywise ·

2024/12/31

RE-RUN If you have the money to put anything you could possibly want in your home, should you do it? This episode’s guest, “Hank” did, and as a result, his home ended up being 24,000 square feet. But with 24,000 square feet, there is a lot to go wrong. So are the upkeep, repairs, and bills worth the square footage? Can a home with all the fancy features you can imagine actually bring more joy to your life? Building (or buying) a house this size is no small feat, and there are numerous things to

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34:42

How Neil Patel Spends $200K a Month

Moneywise ·

2024/12/24

RE-RUN There was a time when Neil Patel said a $15k/month burn rate was all he needed. But now his monthly burn is $200k. Roughly. He’s not completely certain… because he doesn’t budget. So what changed in his life to make his burn rate increase nearly 14 fold? That’s what this episode is going to find out. Neil Patel is a household name (for marketers). He’s an entrepreneur and blogger known for his expertise in digital marketing and SEO. He co-founded companies like Crazy Egg, Hello Bar, and

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43:02

$1B and Counting: Steve Houghton’s Five Pillars for...

Moneywise ·

2024/12/17

What’s the real cost of building wealth—and how do you stay grounded after achieving it? Steve Houghton, a billionaire entrepreneur, has a life philosophy that’s as intentional as his business strategies. From self-made success to crafting a fulfilling personal life, Steve shares the five pillars that help him stay healthy, happy, and wealthy. Steve’s journey started with selling books as a teenager, earning the equivalent of $100,000 today, and grew to building successful ventures in real estate

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45:48

Re-Run: Why Someone Worth $150M Liquid Only Spends...

Moneywise ·

2024/12/10

RE-RUNImagine being worth $150 million. Liquid. Now imagine being worth that much, and only spending $5,000 a month. That’s the reality for this episode’s guest. “Cam” is going to share a lot of financial details with us, so he’s asked to remain anonymous. What we can tell you, is that he made most of his money when a business he started went public at a valuation of around a billion dollars. That happened in his late 30s. In his early 30s, Cam was still only worth a couple grand. There’re a lot

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38:33

A $2.5B Exit and The Risks Nobody Talks About

Moneywise ·

2024/12/04

What happens when wealth pushes your relationships to the limit?Navigating life after a massive financial windfall isn’t easy—it can transform your life, your marriage, and your happiness in unexpected ways. Our guest, Chuck, shares his story of selling his company for $2.5 billion and the emotional and relational challenges that followed. His perspective is shaped not only by his own journey but also by a family history of building and losing fortunes. Chuck’s background is as bold as it gets. By

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41:34

Sold For $80 Million - Then Hit Rock Bottom

Moneywise ·

2024/11/26

What happens when the big exit doesn’t fill the void?Josh Payne thought selling his company for $80 million would be the defining moment of his life. Instead, it sent him into one of the darkest periods he’d ever experienced. Josh’s story is a testament to the complexity of success. As the founder of StackCommerce, Josh grew his company from $0 to $32 million in annual revenue, eventually selling it for a life-changing sum. But with his emotional wellbeing tied so closely to his business success,

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44:38

$7 Million at 18 to $112 Million in Assets: How Jacob...

Moneywise ·

2024/11/19

What would you do if you became a millionaire at 18? For MLB pitcher Jacob Turner, the real question was: how do I make sure I don't lose it all? Jacob signed a $7 million contract with the Detroit Tigers as a teenager, and suddenly, his life changed overnight. While most of us can’t imagine dealing with that level of wealth so young, Jacob had to figure it out fast—and he didn’t want to be another cautionary tale of an athlete who blew it all. Jacob Turner isn’t just a former MLB pitcher—he’s a

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34:34

Top Money and Life Secrets from 25 Millionaires: What...

Moneywise ·

2024/10/29

We just hit our 25th episode! To celebrate, we’re doing a special recap of the best lessons from all our past conversations. Sam’s looking back at the standout advice from founders, entrepreneurs, and experts who opened up about what really happens when you hit major financial success—and the stuff no one talks about.You’ll hear insights from Mike Beckham on why giving back keeps lifestyle inflation in check, Dr. Becky’s take on raising resilient kids in a world of privilege, and advice from

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50:34

$500M Net Worth, $100k Monthly Burn: How Radical...

Moneywise ·

2024/10/22

Jess Mah is worth half a billion dollars—and she’s tired of pretending otherwise. Jess Mah, entrepreneur and founder of InDinero, dives into the power of radical transparency and how it’s impacted her personal and professional life. Raised by an entrepreneurial mother, Jess aspired to success from a young age, but her path to wealth wasn’t always smooth. By 34, she has built ownership stakes in several companies, but more importantly, she’s learned to stop caring what others think about her

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48:59

$100M Net Worth, $5M Income: How I used money to...

Moneywise ·

2024/10/15

What’s the true value of money when faced with a life-or-death situation? Mitch found out the hard way when his wife was diagnosed with cancer. As a highly successful entrepreneur with a net worth of nearly $100 million, Mitch had built a life of financial security. But when faced with his wife’s illness and his own health scare, he discovered that no amount of money could buy control over life’s toughest moments. Mitch's story is one of resilience, from his early entrepreneurial days, selling candy

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84 results

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