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

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