Tuesday, August 26, 2025
No menu items!
HomeEntrepreneurAirbnb CEO Chesky Is a Hands-On Manager With 50 Employees

Airbnb CEO Chesky Is a Hands-On Manager With 50 Employees

Airbnb CEO Brian Chesky, 43, oversees the hiring, firing, management, and promotion of 40 to 50 employees at the travel startup, taking a hands-on approach to personnel decisions.

On a Saturday episode of the “Social Radars” podcast, Chesky said he stays “as close” as possible to the “people doing the work” at Airbnb and manages staffers who report to the C-Suite executives who also report to the CEO.

“I treat them all as my directs,” Chesky said on the podcast. “I skip level, I co-hire them, and I make decisions on whether or not they’re working out and leave the company.”

Related: Airbnb CEO Brian Chesky Says Customer Service Is the Company’s ‘Hardest Problem.’ Here’s How They’re Using AI to Fix It.

Chesky called the process of managing up to 50 people “a lot of work,” but “necessary.” The core of his management approach is to forge relationships with many individuals within Airbnb.

“What you need to do is you need to have relationships with as many people as possible in the company,” Chesky said on the podcast.

Airbnb had a market value of $79.8 billion at the time of writing.

Brian Chesky, co-founder and CEO of Airbnb, on May 25, 2025. Photo by Gerald Matzka/Getty Images for Airbnb

What Is “Founder Mode?”

Chesky’s management style is part of a hands-on approach called “founder mode,” which arose from a talk he gave last year at a Y Combinator event.

Founder mode emphasizes direct relationships with employees instead of a hierarchy, highlighting “skip-level” meetings and more active involvement in the company’s daily operations. It contrasts with manager mode, which involves more delegation and fewer direct reports.

In an essay describing founder mode, published in September 2024, Y Combinator founder Paul Graham wrote that conventional wisdom had failed founders. For example, the saying “hire good people and give them room to do their jobs” could actually result in “professional fakers” driving a startup into the ground, per the essay. Founder mode means that CEOs interact with their employees beyond just direct reports and are heavily involved in the company, Graham wrote.

Related: ‘I Can’t Get Everyone to Move Here’: Why Airbnb’s CEO Is Sticking With a Once-a-Month Hybrid Schedule

Chesky isn’t the only founder to take a hands-on approach to managing employees. Jensen Huang, CEO of AI chipmaker Nvidia, still reviews payroll for all 42,000 Nvidia employees “at the end of every cycle,” he disclosed on a July episode of “The All-In Podcast.

Huang said that he has his “methods” for going through the data, and taps into machine learning to make it go faster.

“I review everybody’s compensation up to this day,” Huang said on the podcast. “I go through the whole company.”

Airbnb CEO Brian Chesky, 43, oversees the hiring, firing, management, and promotion of 40 to 50 employees at the travel startup, taking a hands-on approach to personnel decisions.

On a Saturday episode of the “Social Radars” podcast, Chesky said he stays “as close” as possible to the “people doing the work” at Airbnb and manages staffers who report to the C-Suite executives who also report to the CEO.

“I treat them all as my directs,” Chesky said on the podcast. “I skip level, I co-hire them, and I make decisions on whether or not they’re working out and leave the company.”

The rest of this article is locked.

Join Entrepreneur+ today for access.

RELATED ARTICLES

Most Popular

Recent Comments