Airbnb CEO Brian Chesky on his AI-era playbook: generating tens of thousands of ideas

dunkhippo33 · x · 2026-10-02

A long-awaited podcast interview with Airbnb co-founder and CEO Brian Chesky is live, seven years after the host first ran into him at LAX. Chesky discusses how he generates tens of thousands of ideas (and why most should be bad), what AI has changed inside Airbnb, why he sometimes wishes he were 26 again, and his take that people spend too much time watching what everyone else is doing.

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