#80: He walked away from 2x million dollar businesses at 24 episode artwork

EPISODE · Jul 14, 2025 · 1H 19M

#80: He walked away from 2x million dollar businesses at 24

from The Pocket with Chris Griffin · host Chris Griffin

From building two million-dollar businesses in his early twenties to walking away from it all for a life of freedom and meaning, Jai Howitt’s story is all about letting go of what feeds your ego so you can build what truly matters. Key Discussion Points: How growing up as one of seven kids shaped his drive Building and losing businesses that looked good but felt empty Letting go of ego and the need for validation Designing a life you don’t want to escape from How to fail fast, pivot, and keep moving forward Follow Jai: https://www.instagram.com/jai.journeys/ Art Of Mondays - get $500 off your annual membership: https://www.artofmondays.com/chris Follow Chris: https://www.instagram.com/morechrisgriffin/ Timestamps: 00:00 - 04:45 Building million-dollar businesses and burning it all 04:46 - 10:12 The shark story 10:13 - 17:30 Growing up one of seven with something to prove 17:31 - 24:50 Early struggles with validation 24:51 - 32:15 Family road trip 32:16 - 39:40 The warehouse, ego, and identity traps 39:41 - 48:05 Letting go 48:06 - 55:30 Chasing validation 55:31 - 1:07:20 Designing a life you don’t want to escape from 1:07:21 - 1:19:00 Purpose and failing fast Learn more about your ad choices. Visit megaphone.fm/adchoices

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