Lenny’s Podcast93 min
Brian Chesky's secret mentor who died 9 times, started the Burning Man board, and built the world's first midlife wisdom school
Chip Conley · Aug 3, 2025
Key learnings
- When working for a founder, open meetings by aligning on the goal, what defines success, and what the meeting must accomplish…
- Build credibility with demanding leaders by getting close to customers, such as visiting hosts in their homes, so your input…
- Keep decks short and principle-focused so they still make sense when a combustible founder derails the meeting.