Moneywise

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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 factors that shape a founder's final payout are rarely simple. This episode is your crash course in what really happens when a deal closes.


Here’s what we talk about:
  • How Eran Galperin took home ~$30M while still keeping ~50% of his company
  • Why Scott Galloway only netted $2–3M from a $33M sale
  • How Alex Hormozi earned more from distributions than the $31M exit itself
  • The ultra-simple, debt-free deal that netted two Canadian brothers $20M each
  • Marshall Haas’ $18M cash payout – and why he held onto equity for peace of mind
  • Why the "headline number" often masks the founder’s true financial outcome
  • The impact of seller notes, taxes, state residency, and post-sale roles
  • What to consider before you sell to avoid regret or burnout
  • The myth of the $1B exit – and how one founder only took home $70M

Cool Links:
Chapters:
  • (0:42) Five Exits, Five Wildly Different Payouts
  • (1:37) Eran Galperin: The Gym Desk Power Play
  • (4:19) Tax Dodges & Seller Notes: Cash Isn’t Always King
  • (5:22) Scott Galloway: $33M Headline, $3M Reality Check
  • (7:39) Alex Hormozi: Gym Launch – Cash Out, Cash In
  • (8:32) The Sinkinson Brothers: Double or Nothing in Canada
  • (11:56) Marshall Haass: The Art of the Partial Exit
  • (13:17) Why Smart Founders Never Sell It All
  • (15:28) Scoreboard Envy: Don’t Get Played

This podcast is a ridiculous concept: high-net-worth people reveal their personal finances. Inspired by real conversations happening in the Hampton community.

Your Host: Jackie Lamport
  • Not really the host, but the producer.
  • Wrote this sentence.

What is 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/.