• Home
  • Latest
  • Fortune 500
  • Finance
  • Tech
  • Leadership
  • Lifestyle
  • Rankings
  • Multimedia

Trendingnow

1

After forcing workers back to the office, Goldman Sachs and JPMorgan Chase are now letting their staff work remotely—but only for the World Cup

2

The Pentagon said Iran War costs $29 billion, but the real cost is closer to $200 billion—and counting

3

Markets tumble worldwide as Fed resets expectations: $400 billion wiped off SpaceX stock

1

After forcing workers back to the office, Goldman Sachs and JPMorgan Chase are now letting their staff work remotely—but only for the World Cup

2

The Pentagon said Iran War costs $29 billion, but the real cost is closer to $200 billion—and counting

3

Markets tumble worldwide as Fed resets expectations: $400 billion wiped off SpaceX stock
SuccessEntrepreneurs

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
Jessica Coacci
and
Orianna Rosa Royle
Orianna Rosa Royle
Down Arrow Button Icon
By
Jessica Coacci
Jessica Coacci
and
Orianna Rosa Royle
Orianna Rosa Royle
Down Arrow Button Icon
August 26, 2025, 1:11 PM ET
Brian Chesky
Despite having a massive org chart, the Airbnb CEO Brian Chesky runs his company like he’s just got started. Myunggu Han--Getty images
Add Fortune on Google for similar content.
  • While many workers push back against micromanagement, Airbnb CEO Brian Chesky is doubling down on a hands-on approach. The $79 billion rental giant boss says he is still involved in personnel decisions for as many as 50 employees: “Like hire, fire, promote, and manage.” Even Chesky admits it may sound like “a lot of work, but it’s necessary”.

Airbnb may be a globally recognized, $79 billion company with around 7,300 employees, but CEO Brian Chesky says he still manages it like a startup—including being involved in personnel decisions for around 50 employees. 

Recommended Video

“I treat them all as my directs,” Chesky said on an episode of the Social Radars podcast on Saturday. “I skip level, I co-hire them, and I make decisions on whether or not they’re working out and leave the company… Like, hire, fire, promote, and manage.”

Even Chesky admits it may sound like “a lot of work, but it’s necessary”. Conventional leadership advice usually says a CEO should build a top-tier exec team and get out of the way. “That to me is absolutely not what you should do,” the rental giant boss slammed. “What you need to do is have relationships with as many people as possible in the company. You need to be as close to the people doing the work as possible.” 

“The only way to do that is to skip level,” the tech billionaire said, adding that he does that by talking to those reporting into his management team. “I want to have a relationship with them.” 

Chesky rationalised that it’s the only way of knowing if your executive team is doing a good job—but also ensures you’re “close to the vision.” The job of the founder is “to set the vision every day, it’s to set the pace of the company, it’s to shape it every single day.” 

Chesky doubles down on ‘founder mode’

It’s not the first time the CEO has expressed his belief in having a start-up mentality. At a Y Combinator event in 2024, Chesky delivered a speech on the pitfalls companies face when adopting “manager mode”. He recalled “well-meaning people’ advising that he let experienced execs run Airbnb, but when he followed this advice, the results were disastrous. 

Paul Graham, one of the most influential figures in Silicon Valley who attended the talk, published an essay describing Chesky’s style after that pivotal realisation as “founder mode.”

Since then, Chesky has echoed the same sentiment, emphasizing that the age of artificial intelligence has ushered in a need for a more nimble business hierarchy. 

“In the age of AI, my argument is you need to be founder-oriented/founder mode, because you’re going to need to be able to move like a startup to be able to adapt,” Chesky previously said in June on an episode of The Verge’s “Decoder” podcast. “I think these big, professionally managed companies aren’t organized to be able to do that, so they don’t bode well for this new world.”

Wider adoption of “founder mode” 

Chesky adopted a strategy for “founder mode” after its plans to go public were disrupted by the COVID-19 pandemic.  At the onset of the pandemic, Airbnb faced a decline of 72% in revenue due to a drop in bookings and listings as the global tourism industry suffered from lockdowns. The company was forced to lay off 25% of staff.

The founder sought business advice from an old friend, famed Apple designer Jony Ive, who suggested, “You don’t manage people. You manage people through the work.” 

It was after that conversation that he adopted an approach from Steve Jobs’ playbook and began removing layers of management.

Other business leaders have followed a similar mantra: Duolingo’s CEO Luis von Ahn said in 2024 he has a “view of everything” at the language learning platform company valued at $15 billion. Other executives, such as the vice president and chief design officer, do as well. 

“I am in that [founder] mode, but we have a number of people who could probably play that role as well,” von Ahn said.

The Fortune 500 Innovation Forum will convene Fortune 500 executives, U.S. policy officials, top founders, and thought leaders to help define what’s next for the American economy, Nov. 16-17 in Detroit. Apply here.
About the Authors
By Jessica CoacciSuccess Fellow

Jessica Coacci is a reporting fellow at Fortune where she covers success. Prior to joining Fortune, she worked as a producer at CNN and CNBC.

See full bioRight Arrow Button Icon
Orianna Rosa Royle
By Orianna Rosa RoyleAssociate Editor, Success
Instagram iconLinkedIn iconTwitter icon

Orianna Rosa Royle is the Success associate editor at Fortune, overseeing careers, leadership, and company culture coverage. She was previously the senior reporter at Management Today, Britain's longest-running publication for CEOs. 

See full bioRight Arrow Button Icon
Add Fortune on Google for similar content.

Latest in Success

Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025

Most Popular

Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Fortune Secondary Logo
Rankings
  • 100 Best Companies
  • Fortune 500
  • Global 500
  • Fortune 500 Europe
  • Most Powerful Women
  • World's Most Admired Companies
  • See All Rankings
  • Lists Calendar
Sections
  • Finance
  • Fortune Crypto
  • Features
  • Leadership
  • Health
  • Commentary
  • Success
  • Retail
  • Mpw
  • Tech
  • Lifestyle
  • CEO Initiative
  • Asia
  • Politics
  • Conferences
  • Europe
  • Newsletters
  • Personal Finance
  • Environment
  • Magazine
  • Education
Customer Support
  • Frequently Asked Questions
  • Customer Service Portal
  • Privacy Policy
  • Terms Of Use
  • Single Issues For Purchase
  • International Print
Commercial Services
  • Advertising
  • Fortune Brand Studio
  • Fortune Analytics
  • Fortune Conferences
  • Business Development
  • Group Subscriptions
About Us
  • About Us
  • Press Center
  • Work At Fortune
  • Terms And Conditions
  • Site Map
  • About Us
  • Press Center
  • Work At Fortune
  • Terms And Conditions
  • Site Map
  • Facebook icon
  • Twitter icon
  • LinkedIn icon
  • Instagram icon
  • Pinterest icon

Latest in Success

t
CommentaryWhite House
Trump mistakes the bully pulpit for bullying leadership — history’s villains were never heroes
By Jeffrey Sonnenfeld and Steven TianJune 24, 2026
4 hours ago
Now she’s worth $200 million—and Sarah Jessica Parker thanks being ‘one of eight kids that struggled financially’ for her hunger, ambition, and work ethic
SuccessCareer Advice
Now she’s worth $200 million—and Sarah Jessica Parker thanks being ‘one of eight kids that struggled financially’ for her hunger, ambition, and work ethic
By Orianna Rosa RoyleJune 24, 2026
9 hours ago
Tesla cofounder JB Straubel’s first pitch to Elon Musk failed. Then he turned his ‘hobby’ into a $1.3 trillion success
SuccessBrainstorm Tech
Tesla cofounder JB Straubel’s first pitch to Elon Musk failed. Then he turned his ‘hobby’ into a $1.3 trillion success
By Rachel VentrescaJune 24, 2026
9 hours ago
The hidden cost of your AI rollout: burning out the high performers running it
Workplace Cultureburnout
The hidden cost of your AI rollout: burning out the high performers running it
By Mikaela Cohen and HR BrewJune 23, 2026
19 hours ago
dr
HealthCancer
The U.S. cut cancer deaths by 34% since 1991—but not in 458 rural counties
By Arthur Cosby and The ConversationJune 23, 2026
22 hours ago
college
SuccessEducation
47% of Harvard seniors admit to cheating — and the problem existed long before ChatGPT
By Austin Sarat and The ConversationJune 23, 2026
22 hours ago

Most Popular

After forcing workers back to the office, Goldman Sachs and JPMorgan Chase are now letting their staff work remotely—but only for the World Cup
Success
After forcing workers back to the office, Goldman Sachs and JPMorgan Chase are now letting their staff work remotely—but only for the World Cup
By Orianna Rosa RoyleJune 23, 2026
1 day ago
The Pentagon said Iran War costs $29 billion, but the real cost is closer to $200 billion—and counting
Economy
The Pentagon said Iran War costs $29 billion, but the real cost is closer to $200 billion—and counting
By Jacqueline MunisJune 24, 2026
9 hours ago
Markets tumble worldwide as Fed resets expectations: $400 billion wiped off SpaceX stock
Banking
Markets tumble worldwide as Fed resets expectations: $400 billion wiped off SpaceX stock
By Jim EdwardsJune 23, 2026
1 day ago
Current price of oil as of June 23, 2026
Personal Finance
Current price of oil as of June 23, 2026
By Joseph HostetlerJune 23, 2026
1 day ago
Current price of gold as of June 23, 2026
Personal Finance
Current price of gold as of June 23, 2026
By Danny BakstJune 23, 2026
1 day ago
Texas and Charlotte used to build huge McMansions—now they're copying the California design tricks they once mocked
Real Estate
Texas and Charlotte used to build huge McMansions—now they're copying the California design tricks they once mocked
By Sydney LakeJune 22, 2026
2 days ago

© 2026 Fortune Media IP Limited. All Rights Reserved. Use of this site constitutes acceptance of our Terms of Use and Privacy Policy | CA Notice at Collection and Privacy Notice | Do Not Sell/Share My Personal Information
FORTUNE is a trademark of Fortune Media IP Limited, registered in the U.S. and other countries. FORTUNE may receive compensation for some links to products and services on this website. Offers may be subject to change without notice.