Moneywise

Hampton
Moneywise
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98 episodios

  • Moneywise

    He Sold For $8M and Regrets It. Now He’s Making More.

    02/06/2026 | 57 min
    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://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-wr
    EPISODE 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 roadmap
    08:08 — The $10M deal unpacked: earn-out structure, revenue milestones, and what he actually collected
    10:17 — The co-founder split, the 25% influencer equity deal, and whether he'd do it again
    14:09 — How the influencer partnership worked and why they replicated it on Tapio
    26:17 — "Getting a ton of money up front feels unhealthy" — Thibault on why lump-sum exits are psychologically dangerous
    28:14 — The "frozen state": why founders can't ship after a big exit
    30:42 — The earn-out burnout period: stress, loss aversion, and the 18 hardest months of his life
    34:37 — "It was a bad decision financially" — Thibault's verdict on the sale
    38:15 — Nomadic life, the Vietnam hacker residency, and how wealth changes how he travels
    42:42 — No financial advisor, no trust in wealth managers — why everything goes into S&P 500
    45:29 — Personal spend breakdown: ~$8K/month — rent, food, tech gadgets, and that's basically it
    48:27 — What happens to the ~$90K/month delta: cash, S&P 500, and acquiring more products
    49:45 — The portfolio strategy: five products, two unannounced, and the 2026 scaling challenge
    51:12 — Building a distribution bridge between all his products with an AI agent
    53:06 — Raising kids with money: unconditional safety as the foundation for risk-taking
  • Moneywise

    I Sold for $25M. The Buyer Went Bankrupt. I Bought It Back for $2M.

    26/05/2026 | 52 min
    Please answer our short Moneywise listener survey! (Very, very short): https://forms.gle/EaS5NUt4Akb7wddt9
    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.
    CHAPTER MARKERS
    00:00 — Intro: Two trash bags and $3,000 in LA
    02:15 — Austin's background: 10 years broke, restaurants, and the fitness world
    07:52 — Gold's Gym, 1,000 employees, and the "building someone else's empire" moment
    10:15 — The 203K loan, LA real estate at the bottom, and how it funded everything
    12:41 — Buying one Bitcoin in 2013 at $700 and forgetting about it
    15:37 — The Kickstarter: $445K raised, $150K in the hole, and 62 countries of shipping chaos
    22:50 — Scaling to $35M and deciding to sell
    25:23 — The $25M sale: deal structure, taxes, and what he actually walked away with
    31:43 — Thrasio's collapse and buying the company back for $2M
    37:48 — First thing he did with the money: retiring his parents and handing them a blank check
    40:23 — Money, happiness, and why optionality is the real product
    43:28 — Estate planning: why his son gets nothing until age 35
    49:02 — Would you take $1 billion to walk away from everything?
    He sold his company for $25M. The buyer went bankrupt. He bought it back for $2M.
    Austin Wright moved to LA at 19 with $3K and two trash bags. He spent a decade broke, waiting tables, sleeping on an air mattress, sharing a car. Then he spent another decade grinding his way up to regional VP at Gold's Gym, overseeing nearly 1,000 employees and opening gyms across Southern California.
    Then he quit to build something of his own.
    What followed was a pop-up playpen that raised $445,000 on Kickstarter against a $20,000 goal — and nearly bankrupted him because he didn't account for international shipping. He dug out, scaled the brand to $35M in revenue, and sold it to a private equity firm called Thrasio for $25 million in 2021. 
    In this episode, Austin breaks down the real numbers: what he walked away with after the sale, how he structured the deal, where his $13–14M net worth actually sits today, the one thing he'd do differently with his money after the exit.
    Topics covered:
    - Growing up broke in LA and 10 years in the fitness industry
    - How a $199K North Hollywood fixer became the seed capital for a gym business
    - Buying one Bitcoin in 2013 at $700 and forgetting about it
    - The Kickstarter that raised $445K and lost money
    - Scaling California Beach Company to $35M and selling for $25M
    - The Thrasio collapse
    - Net worth breakdown: real estate, crypto, liquid vs. illiquid
    - Estate planning and why his son won't inherit a dollar until he's 35
    - Why Austin would turn down $1 billion
    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-wr
  • Moneywise

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

    20/05/2026 | 36 min
    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-wr
    THIS 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 make
    CHAPTERS:
    00:00 The 16-year-old in the airport
    02:57 Frustration tolerance is the most important life skill
    05:30 Why wealthy kids have 2-3x higher anxiety and depression
    08:00 Monkey see, monkey do: the emulation problem
    11:00 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 will
    21:00 Why allowance only works if money is finite
    25:00 The Scarsdale busboy who sees $300 sweatshirts as 30 hours of work
    28:00 Scott Galloway's moving goalpost
    30:17 The presence problem (the hardest one for me)
    33:00 The 5 rules I'm taking with me
    REFERENCED 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 after
    ABOUT 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.
  • Moneywise

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

    12/05/2026 | 35 min
    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 18
    How a Minecraft addiction became his first real business
    Leaving a six-figure BCG career to bet on himself
    Building a $1M ARR agency in under a year with 1,000 newsletter subscribers
    His actual net worth, his $10M target, and why he keeps almost no cash
    Why he thinks the wealthiest people he knows are often the least happy
    Timestamps
    00:00 - Cold open
    00:58 - Introducing Nathan May
    01:23 - Small talk / how Nathan starts his day
    02:32 - The agency, the numbers, how life has changed
    03:24 - Growing up poor in Ohio — never left the state until 18
    05:35 - He originally wanted to be an actor
    06:04 - The Minecraft business: how a video game addiction made him $100K at 15
    09:05 - Wharton, Wall Street culture shock, and the path to BCG
    10:36 - What BCG actually changed about his life
    12:01 - Building the agency: newsletters, Schwarzenegger, and why it felt like video games again
    15:32 - His real relationship with money: checking account, savings, leverage strategy
    16:52 - The $10M number: how he used ChatGPT to find his "enough"
    18:34 - The Media Mafia: seven founders, one office, a monthly revenue leaderboard
    20:31 - Being at the cusp — exciting, terrifying, or both?
    23:07 - Why IRL community is the highest-leverage thing a founder can build
    26:03 - What Hampton means to him
    27:31 - His mom's passing, the $1M milestone, and why none of it felt like anything
    29:24 - Can you be successful without community?
    31:39 - What's next and closing thoughts
    MoneyWise 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
  • Moneywise

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

    05/05/2026 | 59 min
    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 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.com
    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.
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Acerca de 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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