Brian Chesky
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
SuccessAirbnb CEO Brian Chesky says he’s still in founder mode—he personally handpicks staff, treats them as direct reports, and decides who stays
By Jessica Coacci and Orianna Rosa RoyleAugust 26, 2025
LeadershipAirbnb’s CEO studied Steve Jobs’s playbook to slash bureaucracy and build his $84 billion empire. Inside Brian Chesky’s 5-step hiring strategy to cut red tape
By Meredith HoJuly 18, 2025
SuccessAirbnb CEO Brian Chesky says his dad did him ‘a service’ by never complimenting him—it’s a lesson he’s kept while building the $82 billion giant
By Preston ForeJune 4, 2025
TechAirbnb’s new app for ‘services’ is getting shot down by critics — here’s why CEO Brian Chesky should be thrilled
By Allie GarfinkleMay 14, 2025
SuccessBlack Eyed Peas frontman Will.i.am reveals his biggest investment mistake: turning down Airbnb founder Brian Chesky and losing out on millions
By Preston ForeMarch 13, 2025
SuccessFounders keep saying they learned the same life lesson after extraordinary career success: ‘I had isolated myself’
By Emma BurleighJanuary 17, 2025
SuccessSam Altman says Airbnb’s CEO and a ‘legendary’ VC saved OpenAI and ‘stopped me from making several mistakes’ after he was briefly fired in 2023
By Sasha RogelbergJanuary 6, 2025
By Ruth Umoh and Natalie McCormickDecember 2, 2024
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