How To Build A Billion Dollar Wellness Business l Daniel Gestetner

Sponsored By:→ Neuro | Go to ⁠https://getneuro.com⁠ and use code ONEDAY at checkout for 15% OFF your entire order.His great-grandfather invented the photocopier. His son sold a $65 million company before turning 25. And somewhere in between, Daniel Gestetner built ten businesses across three decades (including a $1 billion dental aligner exit) and learned something most founders never do: how to win more than you lose.Jon sits down with Daniel Gestetner, co-founder of Orion Sleep and serial entrepreneur, for a conversation about what it actually looks like to build real businesses over a long career. Not the rise-and-rise version. The version where you're a week from IPO-ing for half a billion and the dot-com bubble wipes you out. Where your biggest competitor raises $1.4 billion and goes bust two years after you exit. Where every lesson compounds into the next bet, and the next bet is the biggest TAM of your life.Sleep is the last unconquered frontier in longevity. And Orion is coming for it.In this episode: • Why the entrepreneur who helped build a $1 billion dental business is convinced the sleep category is the biggest opportunity he's ever seen — and why every American home should eventually have an Orion • What 26 years of building teaches you about unit economics, timing, and why great products in the wrong market still fail • The father-son dynamic behind Orion — and why Harry Gestetner's early exit gave him the rarest entrepreneurial superpower: the ability to swing without fearFind Daniel & Orion: • Daniel on Instagram: https://www.instagram.com/danielgest/ • Orion Sleep: https://www.orionsleep.com • Orion on Instagram: https://www.instagram.com/orion/Timestamps:0:00 - Intro1:38 - What Entrepreneurs Actually Learn From Their Mistakes4:20 - How a Burnt-Out Founder's Sleep Problem Became a Business7:33 - Playing to Win Versus Playing Not to Lose9:40 - From Tesco Cake Buyer to Serial Entrepreneur12:15 - The $500M IPO That Never Happened14:52 - How They Beat a Competitor That Raised $1.4 Billion17:50 - The Sleep Category Has No Billion-Dollar Brand Yet22:48 - What Was Missing in the Market When They Built Orion32:12 - How He Spots a Winning Business Before Launch39:21 - Why Busy Markets Are the Best Markets to Enter43:59 - Why Hotels Are in the Sleep Business (They Just Don't Know It)