Justin Kan is an entrepreneur and investor best known as the co-founder of Twitch. In this conversation from 2021, Kan shares candid insights on the highs and lows of entrepreneurship, emphasizing the importance of resilience, self-awareness, and personal well-being. Reflecting on his journey—from founding Twitch to reassessing his motivations—he discusses the challenges of chasing external success and the shift toward finding fulfillment in daily habits, mindfulness, and meaningful work. His perspective highlights how true satisfaction comes not just from achievements, but from aligning one’s work with personal values and well-being.

The episode first aired on October 6, 2021.