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Airbnb’s Brian Chesky Says He Was ‘Naturally a Terrible CEO.’ Here’s What Makes the Job So Hard — And What’s a ‘Death Sentence.’

Chesky said the CEO role demands different skills than founding and urged startups to hire smart, hungry workers and stay close to them.

Summary by Entrepreneur
Airbnb CEO Brian Chesky called himself a “terrible CEO” and opened up about his shortcomings as a leader at the start of his career.

6 Articles

Brian Cheski decided to personally control key decisions in the company, instead of trusting their employees, many top managers didn't want to work under the new rules and left.

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  • 34% of the sources lean Left, 33% of the sources are Center, 33% of the sources lean Right
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BizToc broke the news on Wednesday, November 4, 2026.
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