Episode Details

No one cares as much as you think they do.

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.

In this conversation we explore what it takes to live a purpose-driven life by betting on yourself repeatedly and often irrationally, what separates people who move through fear from those who get stuck in it, the grip social media has on Gen Z, journaling as a grief practice, and why ancient wellness principles and cutting-edge AI have more in common than you'd expect.

This is a conversation with the ease of two old friends who've both taken the long road — proof that reinvention isn't a one-time event, it's a practice.

If this conversation moved something in you, a rating or review helps more people find this work. Martin's book, The Weary Traveller's Guide to a Life Worth Living, is available now.