Moneywise

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Jun 2026

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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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June 16, 2026Episode 9947 min

She Has $115M and Spent $340K on Knicks Tickets

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-wrWhy do we do this? Because if you're an aspirational person or someone who runs a business and is making money, it's incredibly challenging to figure out what to do. Information is impossible to find — and that's what we put together: the net worth reveal and why we do this podcast, Moneywise.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, "Why not, let's make it public." If you are a founder, apply here: https://joinhampton.com/mwAnne Mahlum built Solid Core from $175,000 of her own savings into an $88M exit. Two years later, her net worth is $115–120M, with $65M in public equities and $15M in a single stock alone. But the numbers are the least interesting thing that's happened since.After the sale, she secretly launched a second fitness company, had panic attacks she's never talked publicly about, shut the whole thing down, and spent two years in legal fallout. Then she had a baby, pulled an accepted lake house offer the morning after making it, and started forcing herself to spend $200K a month just to stop the money from piling up.This episode covers the full portfolio breakdown two years post-exit, why she's done with private investments, the Ambition story she's never told, what a baby did to how she thinks about money and time, and what she actually wants to be remembered for — which has nothing to do with net worth.Sponsors: Daily Body Coach - achieve your dream body with https://moneywise.dailybodycoach.com

June 9, 2026Episode 9853 min

He Studied 38,000 Twins and Says Your Money Habits Are Genetic

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, work, and keep in net worth? Hampton surveyed founders directly and put the answers into one report. Download it for free here: https://joinhampton.com/mw-wrEPISODE DETAILS:Most founders spend years learning how to make money. Almost none of them prepare for what their brain does once they have it.Henrik Cronqvist is a behavioral finance professor who trained under Nobel laureate Richard Thaler and has spent 25 years studying exactly that. His research has been cited over 7,000 times. He has studied 38,000 people to answer one uncomfortable question: how much of the way you save, spend, and invest is actually hardwired into your DNA?The answer will change how you think about every financial decision you make after an exit.This episode covers the science behind why the traits that made you a great founder may work against you as an investor, what actually happens in your brain the day the wire hits, and the one thing Henrik says every founder should do before making a single investment.TIMESTAMPS:00:00 — The traits that made you a great founder will make you a bad investor 01:45 — What is behavioral finance and why should founders care 04:35 — How Henrik got into this research (the Stockholm subway story) 06:39 — The 38,000 twin study: how much of your money behavior is genetic 10:56 — The first thing to do when the wire hits your account 12:49 — Loss aversion, performance chasing, and home bias explained 20:35 — Your personal mortgage predicts how you'll run your company's finances 30:08 — Why your brokerage app is designed to work against you 37:07 — Why founders feel depressed after selling (the science behind post-exit emotions) 47:14 — "I think I'm the exception" — and what the data actually says about that

June 2, 2026Episode 9756 min

He Sold For $8M and Regrets It, And The Reason Why Is Shocking.

Please answer our short Moneywise listener survey! (Very, very short): joinhampton.com/moneywisefeedbackJOIN 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, work, and keep in net worth? Hampton surveyed founders directly and put the answers into one report. Download it for free here: https://joinhampton.com/mw-wrEPISODE DETAILS:Thibault — known online as Tibo — is a French indie hacker who spent six years failing at startups before building Tweet Hunter during Covid lockdown and selling it for $10 million. Except the real number was more complicated than that: $2 million up front, $8 million in earn-out, and 18 months of some of the most stressful building of his life to get there. He walked away with just under $3 million post taxes — and says he regrets the sale entirely.Today, Tibo is doing over $1 million a month in revenue across a portfolio of five software products he's built since that exit. His personal spend is negligible. He has no financial advisor, keeps roughly 50% of his net worth in cash, and puts almost everything investable into index funds.This episode gets into the full deal structure, the psychological cost of the earn-out period, what he calls the "frozen state" that hits founders after a big exit, and why he says he will never sell a company again.Timestamps:02:12 — Full guest intro: who Thibault is, the Tweet Hunter story, deal structure breakdown, and episode roadmap08:08 — The $10M deal unpacked: earn-out structure, revenue milestones, and what he actually collected10:17 — The co-founder split, the 25% influencer equity deal, and whether he'd do it again14:09 — How the influencer partnership worked and why they replicated it on Tapio26:17 — "Getting a ton of money up front feels unhealthy" — Thibault on why lump-sum exits are psychologically dangerous28:14 — The "frozen state": why founders can't ship after a big exit30:42 — The earn-out burnout period: stress, loss aversion, and the 18 hardest months of his life34:37 — "It was a bad decision financially" — Thibault's verdict on the sale38:15 — Nomadic life, the Vietnam hacker residency, and how wealth changes how he travels42:42 — No financial advisor, no trust in wealth managers — why everything goes into S&P 50045:29 — Personal spend breakdown: ~$8K/month — rent, food, tech gadgets, and that's basically it48:27 — What happens to the ~$90K/month delta: cash, S&P 500, and acquiring more products49:45 — The portfolio strategy: five products, two unannounced, and the 2026 scaling challenge51:12 — Building a distribution bridge between all his products with an AI agent53:06 — Raising kids with money: unconditional safety as the foundation for risk-taking

May 20, 2026Episode 9535 min

You’re Rich. Here’s How To Raise Great Kids.

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 keep in net worth? Hampton surveyed founders directly and put the answers into one report. Download it for free here: https://joinhampton.com/mw-wrTHIS EPISODE OF MONEYWISE:70% of wealthy families lose all their money by the second generation. 90% lose it by the third.The data is even worse for the kids themselves. Children from households making $200K+ have rates of anxiety, depression, and substance abuse 2 to 3 times the national average. 22% of affluent suburban girls show clinically significant depressive symptoms.So how do you raise a kid in a wealthy household without breaking them?In this episode of MoneyWise, I went back through every conversation we've had on the show about parenting and money. Doctor Becky. Taylor Adams (from a multi-generational billionaire family in LA). Alex Peikoff. Shane. Jane. Hank. Neil Patel. Scott Galloway. The pattern they all kept landing on was uncomfortable. Most parents with real money are accidentally setting their kids up to fail. Not because they're bad parents. Because they're doing exactly what their instincts tell them to do.I'm a dad of two. I'm trying to figure this out in real time. Here's what the research, the experts, and the founders who already screwed it up are telling us.WHAT YOU'LL LEARN:- Why "entitlement" is actually a fear of frustration, not a character flaw- The Carol Dweck Columbia study that should change how you talk to your kids- Why your kid is running on your behavior, not your rules- The "shirtsleeves to shirtsleeves in three generations" trap (and why it's not about money)- How allowance teaches financial trade-offs (and why unlimited Amazon access kills it)- The single biggest regret of founders after a life-changing exit- Why downsizing your house might be the best parenting decision you ever makeCHAPTERS:00:00 The 16-year-old in the airport02:57 Frustration tolerance is the most important life skill05:30 Why wealthy kids have 2-3x higher anxiety and depression08:00 Monkey see, monkey do: the emulation problem11:00 70% lose it in 2 generations. 90% in 3.14:00 Praise effort, not traits (the Dweck study)18:00 Just because you love business doesn't mean your kid will21:00 Why allowance only works if money is finite25:00 The Scarsdale busboy who sees $300 sweatshirts as 30 hours of work28:00 Scott Galloway's moving goalpost30:17 The presence problem (the hardest one for me)33:00 The 5 rules I'm taking with meREFERENCED EPISODES:- Taylor Adams: How a multi-generational billionaire family thinks about wealth- Doctor Becky on parenting through money- Hank: Inside a 24,000 sq ft home- Neil Patel on going from 10,800 sq ft to 3,000 sq ft- Alex Peikoff: The Macedonian milk family- Jane: Finding out about a $20M inheritance in her late 30s- Pete: $80M exit, rock bottom afterABOUT MONEYWISE:MoneyWise is the podcast where wealthy founders open up about the real numbers behind their lives. Net worth. Monthly burn. Portfolio allocation. The stuff nobody talks about in public. Hosted by Daniel Berk and produced by Hampton.SPONSORS:Oceans - Hire incredible talent for marketing, ops, sales, and more, and even have them build out all your AI workflows for you. Go to https://www.oceanstalent.com/moneywise now.

May 12, 2026Episode 9434 min

He Made $400k/Month Before 30... Then Realized It Meant Nothing

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 state until he was 18. At 15, he was selling custom Minecraft maps to famous YouTubers and making his first $100K. He went to Wharton, joined BCG, quit, and built one of the fastest-growing newsletter agencies in the country before turning 30.But the week he hit his first million dollars, his mom died. And he felt nothing.In this episode, Nathan gets brutally honest about what money actually gave him — and what it didn't. We go deep on the community he's built in New York with a group of founders sharing an office, a monthly revenue leaderboard, and the kind of real talk that doesn't happen anywhere else. He calls it the Media Mafia. He says it's changed his life more than any dollar amount ever has.We also get into:Growing up in poverty and never leaving Ohio until 18How a Minecraft addiction became his first real businessLeaving a six-figure BCG career to bet on himselfBuilding a $1M ARR agency in under a year with 1,000 newsletter subscribersHis actual net worth, his $10M target, and why he keeps almost no cashWhy he thinks the wealthiest people he knows are often the least happyTimestamps00:00 - Cold open00:58 - Introducing Nathan May01:23 - Small talk / how Nathan starts his day02:32 - The agency, the numbers, how life has changed03:24 - Growing up poor in Ohio — never left the state until 1805:35 - He originally wanted to be an actor06:04 - The Minecraft business: how a video game addiction made him $100K at 1509:05 - Wharton, Wall Street culture shock, and the path to BCG10:36 - What BCG actually changed about his life12:01 - Building the agency: newsletters, Schwarzenegger, and why it felt like video games again15:32 - His real relationship with money: checking account, savings, leverage strategy16:52 - The $10M number: how he used ChatGPT to find his "enough"18:34 - The Media Mafia: seven founders, one office, a monthly revenue leaderboard20:31 - Being at the cusp — exciting, terrifying, or both?23:07 - Why IRL community is the highest-leverage thing a founder can build26:03 - What Hampton means to him27:31 - His mom's passing, the $1M milestone, and why none of it felt like anything29:24 - Can you be successful without community?31:39 - What's next and closing thoughtsMoneyWise is the podcast where high-net-worth founders get radically transparent about how they actually make, spend, invest, and think about money. Hosted by Daniel Berk and presented by Hampton.Sponsors:Daily Body Coach - achieve your dream body with https://moneywise.dailybodycoach.com

May 5, 2026Episode 9357 min

He Made $3M a Year and Decided He Had Enough

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 GoodmanJon 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 Canada — even though the government takes 53 cents of every dollar he earns above a certain threshold.In this episode, Jon breaks down exactly where his $14M net worth lives, why he found his "safe number" at $7M, how he spends $22-25K a month across Toronto and six months abroad every year, and why he thinks moving to a tax haven is a rich person's dumbest game.Sponsors:Daily Body Coach - achieve your dream body with https://moneywise.dailybodycoach.comOceans - Hire incredible talent for marketing, ops, sales, and more, and even have them build out all your AI workflows for you. Go to https://www.oceanstalent.com/moneywise now.

April 28, 2026Episode 9237 min

Does Making $100M Make You Happy?

Chapter Timestamps00:00 — 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 bought 19:55 — Why he's obsessed with insurance (and what he tells founders) 23:18 — Post-exit on a Tuesday: the daily search for meaning 25:07 — Did the $100M exit actually make him happy? 32:03 — Looking back 15 years — and what the next 5 look likeAt 26, Steve Weiss was homeless in Los Angeles, sleeping in his car in a 24 Hour Fitness parking lot with $200 to his name. Six years later, his Facebook ads agency Mutesix sold for $100 million to Dentsu. The day the money hit his account, he was standing at the Western Wall in Israel — and got a phone call that made him realize money doesn't fix what's broken inside you.In this episode of MoneyWise, host Daniel Berk sits down with Steve Weiss to walk through the parts of a nine-figure exit nobody puts in the press release: how much he personally took home, if the wire made him happy, and what post-exit life actually looks like on a random Tuesday when you've already "won."In this conversation:How Steve built Mutesix from 4 clients in 2013 into one of the first productized Facebook ad agencies — and sold it to Dentsu in 2019 for $100MThe emotional moment the wire hit at the Western Wall, and the tragedy that hit the same dayHis real spending today: a private chef 3–4 days a week, why his wife asks for nonprofit donations instead of Birkin bags, and the cause they're fundingWhy he over-indexes on life and health insurance — and the advice he gives every founderThe post-exit purpose vacuum — what he calls "almost impossible to replicate" — and how he's filling it now with family, angel investing through SGD, his podcast, real estate, and possibly politicsWhat he'd do differently if he could rewind 15 yearsThe honest answer to the question every founder secretly asks: did $100 million actually make him happy?If you've ever wondered whether the exit really fixes anything, this is the episode.MoneyWise is the personal finance podcast for high-net-worth founders. Hosted by Daniel Berk and produced by Hampton — a private, vetted community for founders and CEOs running businesses doing $2M+ in revenue. Apply at joinhampton.com.Sponsors:Daily Body Coach - achieve your dream body with https://moneywise.dailybodycoach.comOceans - Hire incredible talent for marketing, ops, sales, and more, and even have them build out all your AI workflows for you. Go to https://www.oceanstalent.com/moneywise now.

April 21, 2026Episode 9151 min

He Has $70M And Flies His Own Plane Wherever He Wants

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 into 8 figures), his monthly spending ($50–65K/month), his investment strategy, and why he thinks most wealth managers are a waste of money.Plus: the illegal Cuba trip right before signing a life-changing deal, the $500K bet to hack Apple's encryption, how he sued American Express on behalf of a friend and won in 48 hours, and the new AI company he built the morning of this recording.Topics covered:How John made his first $1,000/day at 14 years oldBootstrapping Mutual Mobile to a $70M exit with no outside fundingWhat actually happens the day a wire hits your accountWhy he sold the company a second time — and for how muchHis exact portfolio breakdown (stocks, private investments, real estate)Why he never drinks (the real reason)FreedomGPT and the future of uncensored AIHow to think about money once you never have to work againStop 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 Sponsors:Daily Body Coach - achieve your dream body with https://moneywise.dailybodycoach.comOceans - Hire incredible talent for marketing, ops, sales, and more, and even have them build out all your AI workflows for you. Go to https://www.oceanstalent.com/moneywise now.

April 14, 2026Episode 9036 min

This 23-Year-Old Dropout Bootstrapped His Company to Millions

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 obsession with building things from the age of 13.Daniel and Josh get into the real numbers: what Josh actually takes home, where it sits (mostly cash, barely invested, and he'll tell you why), and what his monthly spend actually looks like living in New York. Spoiler: $3,000/month on Uber because he refuses to take the subway.ABOUT MONEYWISEMoneyWise is a Hampton podcast about what wealthy founders actually do with their money. Not how they made it — what they do after. Real numbers. Real allocation. Real feelings about wealth. Hosted by Daniel Berk.New episodes in production now.____________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

April 7, 2026Episode 8947 min

$200k/Month, a 24,000 Sq Ft House, and a Billion-Dollar Trust. Our Best Moments.

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 Beverly Hills, and donations that dwarf his actual lifestyle spend.Hank — not his real name — built a $3 billion cell phone distribution company, exited in 1996 for $60 million, and eventually found himself standing inside a 24,000 square foot house wondering how it happened. He paid $10 million. Cash. No mortgage. And runs it like a part-time job. He never says his net worth. He doesn't have to.Taylor Adams grew up in a Los Angeles family with over a billion dollars in assets going back to the 1890s. Got sober at 26. Now helps wealthy families avoid destroying what the first generation built. He has a framework for how that destruction happens. He calls it the Four Horsemen. Every one of them sounds like good advice.Three clips. Three moments worth rewinding.This is MoneyWise.FEATURED GUESTSNeil Patel — Founder, Neil Patel Digital & Crazy EggHank — Anonymous. Cell phone distribution. $60M exit. 24,000 sq ft.Taylor Adams — Founder, Belief Partners. Fourth-generation family wealth.ABOUT MONEYWISEMoneyWise is a Hampton podcast about what wealthy founders actually do with their money. Not how they made it — what they do after. Real numbers. Real allocation. Real feelings about wealth. Hosted by Daniel Berk.New episodes in production now.____________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