
My guest today is Brian Chesky (@bchesky), founder and CEO of Airbnb and one of the great consumer founders of the last 20 years. Paul Graham coined "founder mode" based on Brian's experience running Airbnb. This conversation is about what comes after it, what he calls AI founder mode, and how it will force founders to focus even more on the details. We talk about his eleven-star exercise for finding product market fit, why your first hire should be a recruiter, and why Airbnb's $100B IPO became one of the saddest days of his life. Brian still comes across like the 17 year-old at the Rhode Island School of Design (RISD) who picked to study industrial design. His heroes are all artists. Da Vinci, Van Gogh, Walt Disney, and Steve Jobs, all of whom were working the week they died because they loved what they did. Rick Rubin taught him that an artist is only an artist when they make things for themselves. Now Brian believes AI is the opportunity for all of us to do the same. Enjoy! Timestamps: 1:00 Studying Industrial Design 11:33 AI Founder Mode 17:02 Lack of Consumer AI Companies 22:10 Small Teams and Focused Problems 30:52 The Evolution from Founder to CEO 38:13 The 11-Star Experience 41:07 AI as a Canvas for Creativity 48:17 Detaching from Success 53:12 Founder-Led Moats 58:34 The Next Chapter of Airbnb 1:03:08 What Endures in the Age of AI 1:06:43 Lessons from Bodybuilding 1:10:20 The CEO's No. 1 Job 1:17:01 Activating Talent 1:20:39 The Kindest Thing


















