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, tech-enabled startups. Check it out at https://joinhampton.com/.
Episodes
127 founders (net worth: ~$1M–$100M+) opened up their personal books. Want to see how your finances stack up? https://www.joinhampton.com/wealth-report
After a $100M+ exit, Jace Mattinson blew $40K a month chasing lost time, until living the dream nearly ruined it.
Here’s what we talk about:
- Jace shares how he turned a failing 135-year-old business into a $160M exit.
- Why buying old and boring beat building from scratch...
127 founders (net worth: ~$1M–$100M+) opened up their personal books. Want to see how your finances stack up? https://www.joinhampton.com/wealth-report
What happens when you grow up alongside a billion-dollar company, lose yourself chasing money, drugs, and approval, and have to rebuild your life from scratch? That’s what happened to Alex Peycoff.
Here’s what we talk about:
- Why growing up in a soon to be billiona...
127 founders (net worth: ~$1M–$100M+) opened up their personal books. Want to see how your finances stack up? https://www.joinhampton.com/wealth-report
Shane Cultra walked away from his family's five-generation nursery business—triggered, in part, by watching Succession. Along the way, he built up a $10M net worth, stacked Bitcoin, turned a blog into a domain empire, and made peace with a father who didn’t speak to him for ...
If you're a founder doing at least $3M/year in sales, check out Hampton: https://www.joinhampton.com/.
Mike Brown built an oil & gas empire, scaled his net worth to nearly $20 million, but ended up cash poor, losing $1.8M in a failed bet, and borrowing money from his wife to pay taxes. Now, he’s rebuilt his fortune, redefined what wealth really means, and is living a life designed around freedom, not just big numbers.
He...
If you're a founder doing at least $3M/year in sales, check out Hampton: https://www.joinhampton.com/.
There is no amount of money that will make you happy. There is also no amount that will stop making you more happy.
Both of those things are true.
Our producer is not rich. But she has talked to 100+ people who are, and she (I) has learned a lot about your kind (is that wrong to say?).
In the Moneywise pilot,...
If you're a founder doing at least $3M/year in sales, check out Hampton: https://www.joinhampton.com/.
Eran Galperin bootstrapped a niche SaaS for Brazilian Jiu-Jitsu gyms, sold it for $32.5 million, moved to Japan, and is now quietly living the FIRE dream — with a few luxury upgrades.
Here’s what we talk about:
- How Eran went from $15K in the bank to a $32M exit (with 90% equity!)
- Why he ignored VCs and chose to bo...
If you're a founder doing at least $3M/year in sales, check out Hampton: https://www.joinhampton.com/.
Vinay Hiremath co-founded Loom and sold it for nearly $1 billion… then walked away from $60 million, gave most of his early money to his parents, and now he’s looking for internships.
Here’s what we talk about:
- How Vinay went from broke stoner to $50–70 million exit
- Why he voluntarily left tens of millions on the tabl...
If you're a founder doing at least $3M/year in sales, check out Hampton: https://www.joinhampton.com/.
Chris Cooke is a socialist Buddhist who sold his company for $30 million… then blew most of it on a weed farm, a beach house, and a comedy club in Thailand.
Here’s what we talk about:
- How Chris accidentally “won” capitalism—despite deeply skeptical views of money
- What happens when your values, ego, and bank accoun...
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:
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...
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 ...
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. F...
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. A...
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 ...
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 anyt...
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 completel...
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 i...
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 emotion...
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)...
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 mar...
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