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Brian Chesky

Page 3 of 8
Left: Apple CEO Tim Cook. Right: Ex-PepsiCo CEO Indra Nooyi.
Success
The 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
Success
Airbnb CEO Brian Chesky challenges founders with a critical question if they aspire to emulate his success
By Emma BurleighOctober 22, 2025
Chesky
AI
Chesky says OpenAI tools not ready for ChatGPT tie-up with Airbnb app
By Natalie Lung and BloombergOctober 21, 2025
Brian Chesky
Success
Airbnb 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
Airbnb’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
Leadership
Airbnb’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
Success
Airbnb 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’s new app for ‘services’ is getting shot down by critics — here’s why CEO Brian Chesky should be thrilled
Tech
Airbnb’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
Will.i.am nods his hat standing behind a yellow SXSW background.
Success
Black 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
The founder of activist short-seller Hindenburg Research, Nate Anderson.
Success
Founders keep saying they learned the same life lesson after extraordinary career success: ‘I had isolated myself’
By Emma BurleighJanuary 17, 2025
Photo of Sam Altman
Success
Sam 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
Tim Cook at Fortune's CEO Initiative summit
Newsletters
Political persuasion will be a paramount leadership skill in the coming years
By Ruth Umoh and Natalie McCormickDecember 2, 2024
Brian Chesky sits in a chair on stage with his legs crossed and holding his arms up.
Leadership
Airbnb CEO says one-on-one meetings are often a missed opportunity for collaborative learning
By Natalie McCormickNovember 14, 2024
Airbnb CEO Brian Chesky during a conference in Los Angeles on Wednesday, May 1, 2024. (Photo: Eric Thayer/Bloomberg/Getty Images)
Newsletters
Why Airbnb CEO Brian Chesky doesn’t believe in employee autonomy: ‘If you want to be autonomous, start your own company’
By Ruth Umoh and Natalie McCormickNovember 11, 2024
Oprah Winfrey and Gayle King
Leadership
Oprah Winfrey and Gayle King say their 48-year friendship fueled their career success
By Natalie McCormickOctober 22, 2024
Silicon Valley is obsessed with ‘founder mode.’ But women founders say they’re not allowed to operate that way
Newsletters
Silicon Valley is obsessed with ‘founder mode.’ But women founders say they’re not allowed to operate that way
By Emma Hinchliffe and Nina AjemianSeptember 5, 2024
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North America
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By Bilin LinOctober 26, 2026
Success
Despite a $150 million net worth, Quentin Tarantino refuses to give a ‘penny’ of his fortune to his mother: ‘No house, no Cadillac’placeholder alt text
By Orianna Rosa RoyleOctober 28, 2026
North America
Trump promised 300,000 tons of beef imports at lower tariff rates to reduce grocery costs. Instead, shipments have lagged and prices haven’t budgedplaceholder alt text
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