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

Airbnb CEO says the best advice he was ever given was ‘counterintuitive’ to what most people would tell you

By
Chloe Taylor
Chloe Taylor
Down Arrow Button Icon
By
Chloe Taylor
Chloe Taylor
Down Arrow Button Icon
May 25, 2023, 7:07 AM ET
Airbnb CEO Brian Chesky speaks onstage during "Introducing Trips" Reveal at Airbnb Open LA on November 17, 2016 in Los Angeles, California.
Airbnb CEO Brian Chesky pictured in 2016.Mike Windle—Getty Images for Airbnb

Focusing too heavily on scaling a business may not be the best idea for entrepreneurs, according to Airbnb cofounder and CEO Brian Chesky.

Recommended Video

In 2008, when Chesky and his Airbnb cofounders Nathan Blecharczyk and Joe Gebbia were seeking to raise money for their fledgling startup, they approached more than a dozen Silicon Valley investors—all of whom turned their pitch down.

One of those investors told Chesky the market potential for Airbnb—which then went by Airbed & Breakfast—“did not seem large enough” for their required model.

“You can imagine they didn’t see travel, they saw strangers sleeping in other people’s homes,” Chesky told an audience at the Stanford Graduate School of Business. “The first investor Joe and I ever met was in a café: [He] walks in, goes to get a smoothie, he sits down, he’s drinking a smoothie, we’re pitching him. Halfway through the presentation he gets up because he has to move his car. We still haven’t seen him since.”

‘The best piece of advice I’ve ever gotten’

Airbnb was eventually accepted into venture capitalist Paul Graham’s famed startup accelerator Y Combinator, despite skepticism from Graham himself.

“The first question Paul Graham asked me was, ‘People are actually doing this?’ And I said yes. So the second question was, ‘Well, what’s wrong with them?’” Chesky told the crowd.

At a Y Combinator event, however, Chesky said Graham gave him the best piece of advice he’s ever received.

“He said…‘Focus on 100 people that love you, rather than getting a million people that kind of like you,’” Chesky revealed. “And I think that was a profound piece of advice, and may have been the best piece of advice I’ve ever gotten.”

That’s not to say that many people would think to take such an approach, according to the Airbnb chief.

“It actually runs counterintuitive to almost everything that everyone says,” he added. “Everyone focuses on scale, but scale requires people to have a deep passion [for your product].”

Chesky said that when you focus on perfecting your offering for a small pool of people, “they become your marketing department; they tell other people.” It’s an approach that helped Airbnb grow rapidly in the decade after it was founded.

“Maybe [you] can’t make an eight-, nine- or 10-star experience, but most people try to design something that’s just good enough,” Chesky continued. “But if you can add that sixth or seventh star, if you can design something really amazing, and you use the part of your brain, the handcrafted part of your brain, to create that perfect experience, then you can reverse engineer how to industrialize this millions of times over. And what happens is people love your product, and they tell everyone else about your product.”

Graham’s advice helped Airbnb’s founding team scale their business to what it is today—a platform with 6.6 million active listings worldwide that has facilitated 1.4 billion guest stays since its inception.

“Hilton was started in 1919, over 100 years ago,” Chesky said. “And we were able to have the entire growth of Hilton in 10 years. We had some marketing, but initially not a lot.”

Join us at the Fortune Workplace Innovation Summit May 19–20, 2026, in Atlanta. The next era of workplace innovation is here—and the old playbook is being rewritten. At this exclusive, high-energy event, the world’s most innovative leaders will convene to explore how AI, humanity, and strategy converge to redefine, again, the future of work. Register now.
About the Author
By Chloe Taylor
LinkedIn iconTwitter icon
See full bioRight Arrow Button Icon

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
Rankings
  • 100 Best Companies
  • Fortune 500
  • Global 500
  • Fortune 500 Europe
  • Most Powerful Women
  • Future 50
  • World’s Most Admired Companies
  • See All Rankings
Sections
  • Finance
  • Leadership
  • Success
  • Tech
  • Asia
  • Europe
  • Environment
  • Fortune Crypto
  • Health
  • Retail
  • Lifestyle
  • Politics
  • Newsletters
  • Magazine
  • Features
  • Commentary
  • Mpw
  • CEO Initiative
  • Conferences
  • Personal Finance
  • 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
About Us
  • About Us
  • Editorial Calendar
  • Press Center
  • Work At Fortune
  • Diversity And Inclusion
  • Terms And Conditions
  • Site Map
  • Facebook icon
  • Twitter icon
  • LinkedIn icon
  • Instagram icon
  • Pinterest icon

Most Popular

placeholder alt text
Economy
Trump may have shot himself in the foot at the Fed, as Powell could stay on while Miran resigns from White House post
By Eleanor PringleFebruary 4, 2026
1 day ago
placeholder alt text
Investing
Tech stocks go into free fall as it dawns on traders that AI has the ability to cut revenues across the board
By Jim EdwardsFebruary 4, 2026
1 day ago
placeholder alt text
Politics
Peter Thiel warns the Antichrist and apocalypse are linked to the ‘end of modernity’ currently happening—and cites Greta Thunberg as a driving example
By Nick LichtenbergFebruary 4, 2026
20 hours ago
placeholder alt text
Success
After decades in the music industry, Pharrell Williams admits he never stops working: ‘If you do what you love everyday, you’ll get paid for free'
By Emma BurleighFebruary 3, 2026
2 days ago
placeholder alt text
Success
In 2026, many employers are ditching merit-based pay bumps in favor of ‘peanut butter raises’
By Emma BurleighFebruary 2, 2026
3 days ago
placeholder alt text
North America
Gates Foundation doubles down on foreign aid as U.S. government largely withdraws
By Thalia Beaty and The Associated PressFebruary 3, 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.


Latest in Success

lewis
Big Techbooks
Michael Lewis reveals he’s got a deal to write the Sam Altman book—when ChatGPT is ready to write a rival draft
By Nick LichtenbergFebruary 5, 2026
2 hours ago
A woman sits and contemplates.
Future of WorkCareers
This Gen Z woman applied for 1,000 jobs and offered to cut her own pay because she was ‘really broke and struggling.’ She’s not alone
By Jacqueline MunisFebruary 5, 2026
5 hours ago
Investing icon Kevin O'Leary
SuccessBillionaires
Kevin O’Leary blasts attacks on billionaire entrepreneurs as a ‘huge mistake’—He says they don’t get enough credit for the jobs they’ve created
By Emma BurleighFebruary 4, 2026
23 hours ago
Ryan Lochte
SuccessWealth
Gold and silver prices have soared in time for the 2026 Olympics—now winning-athlete’s medals will be worth more money than ever with some fetching over $100K
By Preston ForeFebruary 4, 2026
23 hours ago
SuccessOlympics
Philippines’ first male Olympic gold medalist in history was given a fully furnished $550,000 condo and a lifetime supply of ramen to go with his medals
By Orianna Rosa RoyleFebruary 4, 2026
24 hours ago
Successthe future of work
Workspace CEO says bosses who force five-day mandates are taking an old ‘factory-style approach’ when they should be embracing AI
By Orianna Rosa RoyleFebruary 4, 2026
1 day ago