“And the whole point of our platform is to take those things off the table.”Ĭhesky’s endeavor to understand the experiences of hosts and guests mimics a pattern seen among other prominent CEOs. “The worst 10% of guest and host experiences were making it worse for everyone,” he continues. They didn’t always know he ran the company. “I’d ask them, ‘Why are you doing all of this?'” Chesky says. He questioned the need for these requests. Some hosts asked him to sign rental agreements, imposed “giant” cleaning fees, and even gave him a list of chores to perform before checking out. “And when I started staying in homes, I started noticing variability.” It became this one-year journey of becoming the ultimate guest, only living in Airbnbs from one house to the other,” Chesky told Fortune in a recent video call, his dog Sophie roaming behind him. “Last year, I started living in Airbnbs, and I stayed in like a dozen and a half over the course of six months. And he hopes it will help re-engage Airbnb’s users. Joining the digital nomad movement-which picked up steam as travel and lockdown restrictions loosened-didn’t just allow the Airbnb CEO to work from somewhere other than his San Francisco home office it sparked an idea that helped him fall back in love with the core business and understand the customer experience, he says.
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