Hampton
Moneywise
This is Moneywise, a podcast where host Daniel Berk is 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/.
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Episodes
He Turned Down $11B... Here's Why 07.07.2026 53:40
Craig Newmark turned down an $11 billion offer for Craigslist, and he's already given away $570 million of his own money chasing a number even bigger than that. This podcast is made by Hampton, a community for founders doing on average $25 million a year in revenue. We saw a lot of these money conversations happening privately behind closed doors and we thought, "What the heck, let's make it publi...
He Sold For $1.5B But Will Never Retire 01.07.2026 50:32
He had $15 in the bank and a $1M judgment against him. Eight years later, Nestlé bought his company for $1.5B — then shut it down. Also, this podcast is made by Hampton, which is a community for founders doing on average $20 million a year in revenue. We saw a lot of these money conversations happening privately behind closed doors and we thought, "What the heck, let's make it public." If you are...
He Sold 4 Companies for $1.5B. The $13M Exit Changed His Life. 23.06.2026 42:26
We did something nuts: we got 50+ founders to reveal their net worth, portfolios, income, expenses. Its free and right here: https://joinhampton.com/mw-wr Why this podcast exists: Hampton is a community for founders. Members do an ave of $20m/year in revenue. Tons of the convos within the community are about money: how to invest, how to spend, how much to pay yourself...all this stuff you can't Go...
How Anne Mahlum Spends $200k/month with a $115M Net Worth 16.06.2026 47:19
She sold for $88M, almost bought a lake house she didn't want, and spent $340K on Knicks playoff tickets — then gave two away because it felt better. We're still surprised people did this but... 50+ founders worth $10M to $4B reveal their personal finances. Here it is: https://joinhampton.com/mw-wr Why do we do this? Because if you're an aspirational person or someone who runs a business and is ma...
He Studied 38,000 Twins and Says Your Money Habits Are Genetic 09.06.2026 53:35
JOIN HAMPTON: These episodes often come directly out of conversations happening inside Hampton, a private community for founders and CEOs with $3M+ in revenue or $10M+ exits. Members range from $5M net worth to billions. They wrestle with these same questions off the record. Apply at http://joinhampton.com/mw. HOW FOUNDERS ARE BUILDING WEALTH: How much do founders actually make, spend, invest, wor...
He Sold For $8M and Regrets It, And The Reason Why Is Shocking. 02.06.2026 56:19
Please answer our short Moneywise listener survey! (Very, very short): joinhampton.com/moneywisefeedback JOIN HAMPTON: These episodes often come directly out of conversations happening inside Hampton, a private community for founders and CEOs with $3M+ in revenue or $10M+ exits. Members range from $5M net worth to billions. They wrestle with these same questions off the record. Apply at http://joi...
How To Raise Great Kids When You’re Rich 20.05.2026 35:39
JOIN HAMPTON: This episode came directly out of conversations happening inside Hampton, a private community for founders and CEOs with $3M+ in revenue or $10M+ exits. Members range from $5M net worth to billions. They wrestle with these same questions off the record. Apply at http://joinhampton.com/mw. HOW FOUNDERS ARE BUILDING WEALTH: How much do founders actually make, spend, invest, work, and k...
He Made $400k/Month Before 30... Then Realized It Meant Nothing 12.05.2026 34:36
MoneyWise is a Hampton podcast. Hampton is a private, vetted community for founders doing $3M or more in revenue. Apply at https://www.joinhampton.com/?utm_source=youtube&utm_medium=video&utm_campaign=yt051126. From Minecraft maps to $400k months — but the money isn't the story. Nathan May grew up in one of the poorest neighborhoods in Ohio. His mom made $32,000 a year. He never left the s...
He Made $3M a Year and Decided He Had Enough 05.05.2026 57:35
MoneyWise is a Hampton podcast. Hampton is a private, vetted community for founders doing $2M or more in revenue. Apply at https://www.joinhampton.com/?utm_source=youtube&utm_medium=video&utm_campaign=yt050526. MoneyWise | Jonathan Goodman Jon Goodman built a $35M fitness education empire from a one-bedroom apartment in Toronto, never raised a dollar, never sold a company, and never left C...
Does Making $100M Make You Happy? 28.04.2026 37:44
Chapter Timestamps 00:00 — Homeless at 26, $100M exit at 32 02:22 — Building Mutesix: one of the first productized Facebook ad agencies 09:39 — The 2019 sale and what Steve actually took home 11:52 — The wire hits — at the Western Wall in Israel 14:46 — "The money didn't change my life": post-exit identity crisis 16:31 — How Steve actually spends: the chef, the donations, the Birkin he never bough...
He Has $70M And Thinks Financial Advisors Are a Waste of Money 21.04.2026 51:09
John Arrow bootstrapped Mutual Mobile from a $0.99 iPhone app to a 350-person company — with zero investors — and sold it twice. In this episode of MoneyWise, John breaks down exactly how he built and exited one of Austin's most successful tech companies, what he did with the money, and what his financial life actually looks like today. John gets radically transparent about his net worth (well int...
This 23-Year-Old Dropout Bootstrapped His Company to Millions 14.04.2026 36:13
Josh Suggs is 23 years old and already running a company generating millions in revenue, completely bootstrapped. But the money story here isn't just about the numbers. It's about a kid who grew up in Westport, CT, one of the wealthiest zip codes in America, feeling like he didn't belong, watching his mom stress about retirement while surrounded by hedge fund dads, and channeling that into an obse...
$200k/Month, a 24,000 Sq Ft House, and a Billion-Dollar Trust. Our Best Moments. 07.04.2026 47:32
This is a highlight episode. Three guests. Three completely different relationships with money. All of them more honest than they probably planned to be. Neil Patel wrote a blog post in 2014 saying he could be happy on $15,000 a month. He meant it. We brought him on to find out how that became $200,000 a month — and where it actually goes. The answer involves $35,000 in bed sheets, four homes in B...
Matt Paulson has $25m a year in personal income - nice. 24.03.2026 32:54
Stop making million-dollar decisions alone. Hampton gives you a personal board of eight vetted founders in your city who meet monthly to tackle your hardest problems. Find your group: https://www.joinhampton.com This episode's sponsor is Daily Body Coach - achieve your dream body with https://moneywise.dailybodycoach.com
Why The Founder of a $4BN Company Tracks Every Minute of His Life... 26.02.2026 14:15
Mario Schlosser, co-founder of Oscar Health, has tracked every minute of his life in a spreadsheet since 2012. In this episode, we get into: Building Oscar Health How and why he tracks every minute of his day The framework he took from Ray Dalio at Bridgewater His approach to radical transparency in leadership Cool Links Oscar Health Hampton
He Turned $40 into a $40M Sports Media Empire 17.02.2026 11:35
Stop making million-dollar decisions alone. Hampton gives you a personal board of eight vetted founders in your city who meet monthly to tackle your hardest problems. Find your group: https://joinhampton.com/ We're testing something new on MoneyWise. Just like we got radically transparent about money, we want to do the same with company building. Let us know what you think. In this episode: Adam W...
Five Founders, Same Exit Value – Wildly Different Payouts 30.12.2025 16:46
Stop making million-dollar decisions alone. Hampton gives you a personal board of eight vetted founders in your city who meet monthly to tackle your hardest problems. Find your group: https://joinhampton.com/ Five founders. Five exits. All around $30 million. So why did one walk away with $30M – and another with just $2M? From taxes and co-founders to deal structure and equity rollovers, the facto...
These 5 Traits Predict Founder Success 23.12.2025 14:02
Stop making million-dollar decisions alone. Hampton gives you a personal board of eight vetted founders in your city who meet monthly to tackle your hardest problems. Find your group: https://joinhampton.com/ What makes a founder truly successful? It’s not blind risk-taking or pure hustle. After two years of interviews and supporting research, we break down the five core personality traits that sh...
Weird Side Bets That Made Founders Millions 16.12.2025 16:56
Stop making million-dollar decisions alone. Hampton gives you a personal board of eight vetted founders in your city who meet monthly to tackle your hardest problems. Find your group: https://joinhampton.com/ Not every smart investment starts with a pitch deck or a business plan. Some of the best returns come from personal bets founders make with their own money. We pulled together five that actua...
5 Luxury Purchases That Are Actually Worth It 09.12.2025 17:57
Stop making million-dollar decisions alone. Hampton gives you a personal board of eight vetted founders in your city who meet monthly to tackle your hardest problems. Find your group: https://joinhampton.com/ Everyone thinks the “rich person” life is about fast cars, fancy watches, and designer flexes. But when we talked to over 150 high-performing founders, the things they actually spend on – and...
Why Some Founders Don’t Pay Themselves 02.12.2025 11:34
Stop making million-dollar decisions alone. Hampton gives you a personal board of eight vetted founders in your city who meet monthly to tackle your hardest problems. Find your group: joinhampton.com Everyone wants to know what founders really earn, but most of the numbers out there are either outdated or just plain wrong. We gathered fresh data from 150+ high-performing founders, and the results...
You’re Not a Successful Founder Until You Do This 25.11.2025 15:16
Stop making million-dollar decisions alone. Hampton gives you a personal board of eight vetted founders in your city who meet monthly to tackle your hardest problems. Find your group: joinhampton.com Everyone’s chasing success — but what does that actually mean? Founders hit milestones, sell companies, and still feel unsatisfied. After 150+ interviews, the most consistent lesson is that most peopl...
I Built a $9M Company And Got Nothing 18.11.2025 30:10
Stop making million-dollar decisions alone. Hampton gives you a personal board of eight vetted founders in your city who meet monthly to tackle your hardest problems. Find your group: joinhampton.com Kevin Bartchlett built a $9M compost toilet company from the ground up – and walked away with nothing. No contract, no payout, just a handshake. That blind faith turned into a hard lesson in trust tha...
He Built a $20M Brand Without a Media Background 11.11.2025 36:45
Stop making million-dollar decisions alone. Hampton gives you a personal board of eight vetted founders in your city who meet monthly to tackle your hardest problems. Find your group: joinhampton.com Adam White didn’t set out to build a media company – he just wanted a job in sports. So at 19, he started posting informational interviews on a Wix site. Today, he runs a $20M brand with NFL partnersh...
The Founder Exit Report: What Happens When You Sell a Company? 04.11.2025 17:44
Get the full exit report here: https://joinhampton.com/rich-or-dead-report Stop making million-dollar decisions alone. Hampton gives you a personal board of eight vetted founders in your city who meet monthly to tackle your hardest problems. Find your group: joinhampton.com Most exit stories are told in headlines and highlight reels. We wanted the truth. So we surveyed dozens of exited Hampton fou...
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