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 (founder of MEA)

In this episode of Lenny's Podcast, Lenny Rachitsky interviews Chip Conley, a seasoned entrepreneur and hospitality expert. They discuss Chip's experience joining Airbnb in his 50s and working with Brian Chesky, highlighting the value of intergenerational collaboration and the challenges of founder-led cultures. Chip shares insights on overcoming ageism in tech, the importance of curiosity and energy, and building a strong company culture. The conversation also explores Chip's earlier career building Joie de Vivre, his near-death experience, and his current venture, the Modern Elder Academy, which focuses on reframing midlife and cultivating wisdom. They also touch on AI's role in the workplace and offer advice for both older tech professionals and hiring managers.