Ep 4: Trusting Your Gut: Risk, Reinvention & Strategic Instinct | Jason Jacobson

Jason Jacobson built My Yoga Online from nothing, sold it to Gaia, wrote a book called Strategic Instinct, and is now building an AI company. He also tried stand-up comedy. Not everything worked. That's kind of the point.This episode is about what it takes to bet on yourself — repeatedly, and often irrationally — and what separates people who move through fear from those who get stuck in it. Jason and Martin have history, and it shows: this conversation has the ease and honesty of two old friends who've both taken the long road.They get into the grip social media has on Gen Z, the liberating truth that "no one cares as much as you think," journaling as a grief practice, and how ancient wellness principles and cutting-edge AI turn out to have more in common than you'd expect.Topics covered: entrepreneurship · strategic instinct · risk-taking · reinvention · social media · Gen Z · journaling · grief · AI · yoga · intuition