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Brian Chesky

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
Photo of Brian Chesky
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
Airbnb CEO Brian Chesky
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
Left: Apple CEO Tim Cook. Right: Ex-PepsiCo CEO Indra Nooyi.
SuccessThe CEOs of Apple, Airbnb, and PepsiCo agree on one thing: life as a business leader is incredibly lonely
By Emma BurleighOctober 29, 2025
Airbnb cofounder and CEO Brian Chesky
SuccessAirbnb CEO Brian Chesky challenges founders with a critical question if they aspire to emulate his success
By Emma BurleighOctober 22, 2025
Chesky
AIChesky says OpenAI tools not ready for ChatGPT tie-up with Airbnb app
By Natalie Lung and BloombergOctober 21, 2025
Brian Chesky
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
Brian Chesky speaks into a microphone
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
Airbnb CEO Brian Chesky
SuccessAirbnb’s Brian Chesky says CEOs don’t have to be ‘miserable’—that’s why he got rid of emails and banned meetings before 10 a.m.
By Emma BurleighMay 15, 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
Filmmaker Ryan Coogler
SuccessMultimillionaire ‘Sinners’ director was $200,000 deep in student debt and ‘making no money’ around the filming of ‘Creed’
By Emma BurleighApril 28, 2025
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OpenAI’s Sam Altman says his highly disciplined daily routine has ‘fallen to crap’—and now unwinds on weekends at a ranch with no cell phone serviceAn image of a popular article
By Jacqueline MunisFebruary 5, 2026
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Meet the Palm Beach billionaire who paid $2 million for a private White House visit with TrumpAn image of a popular article
By Tristan BoveFebruary 3, 2026
Success
After decades in the music industry, Pharrell Williams admits he never stops working: ‘If you do what you love everyday, you’ll get paid for free'An image of a popular article
By Emma BurleighFebruary 3, 2026
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