One Poker Game Away From Building His Next Big Thing

Raj Singh spent almost a year and thousands of dollars on coaching, therapy, breathwork, and meditation. It was transformative. It was also completely inaccessible to most people on the planet. Then he sat down at a poker table in Venice next to Mark Manson — author of The Subtle Art of Not Giving a F*ck — and everything clicked. Both of them had been circling the same idea: what if the world’s best personal advice didn’t have to cost a fortune? What if AI could deliver the kind of deeply personalized guidance that only the top 1% can currently afford — and bring it to everyone else? That conversation became Purpose — an AI-powered personal growth companion built to be the mentor, coach, and thought partner that most people never get access to. In this episode, Raj breaks down: The year-long sabbatical that changed how he sees personal growth — and what he learned about himself that surprised him most Why the best advice in the world doesn’t scale — and how AI changes that equation for the first time Starting his first AI company in 2014 — a decade before it was cool Why every adaptation eventually becomes maladaptive — and what to do about it The social media trap: how platforms hijacked the comparative mind and the mental health cost we’re all bearing Why he’s wildly optimistic about AI — and what he thinks it will finally get right The 300 notifications a day problem — and how AI might actually give us our attention back If you believe the best version of yourself is just one right conversation away — this one’s for you.