Airbnb

SuccessDespite Airbnb CEO Brian Chesky and Steve Jobs praising micromanagers, a new survey ranks them among the most annoying coworkers
By Orianna Rosa RoyleFebruary 1, 2026

SuccessAirbnb CEO says Steve Jobs taught him that obsessing over details isn’t about control—it’s about helping people think bigger and move faster. But Gen Z doesn’t agree
By Orianna Rosa RoyleJanuary 23, 2026

SuccessAirbnb CEO Brian Chesky says he went to ‘night school’ for an hour every day with Barack Obama and even turned in homework
By Preston ForeDecember 15, 2025

SuccessBrian Chesky says Airbnb’s successful IPO was ‘one of the saddest periods’ of his life—then Barack Obama gave him one piece of advice
By Orianna Rosa RoyleNovember 10, 2025

Arts & EntertainmentAfter selling his business for $532 million, this millennial says a life of leisure was surprisingly ‘boring’, so he’s choosing to go back to work
By Orianna Rosa RoyleNovember 9, 2025

SuccessAirbnb CEO Brian Chesky says employers need to hire Gen Z even if ‘AI can do the interns’ work’—or one day, the bots will outnumber bosses
By Emma BurleighOctober 30, 2025

SuccessThe CEOs of Apple, Airbnb, and PepsiCo agree on one thing: life as a business leader is incredibly lonely
By Emma BurleighOctober 29, 2025

SuccessAirbnb CEO Brian Chesky challenges founders with a critical question if they aspire to emulate his success
By Emma BurleighOctober 22, 2025

By Natalie Lung and BloombergOctober 21, 2025

SuccessYC co-founder who backed Airbnb, Dropbox, and Reddit says high school isn’t the time to launch a startup
By Jessica CoacciSeptember 8, 2025
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