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

7 investors who must definitely regret rejecting Airbnb

Robert Hackett
By
Robert Hackett
Robert Hackett
Down Arrow Button Icon
Robert Hackett
By
Robert Hackett
Robert Hackett
Down Arrow Button Icon
July 13, 2015, 11:07 AM ET
2015 Time 100 Gala
NEW YORK, NY - APRIL 21: Airbnb founder Brian Chesky attends the 2015 Time 100 Gala at Frederick P. Rose Hall, Jazz at Lincoln Center on April 21, 2015 in New York City. (Photo by Taylor Hill/Getty Images)Photograph by Taylor Hill—Getty Images

Airbnb CEO and co-founder Brian Chesky once scoured the professional world in search of learnings from the world’s greatest managers. Now he’s serving up some lessons of his own.

In a post on the social blogging platform Medium, Chesky published a series of early rejection letters he and his co-founders received from potential investors when they were first building the company that would become Airbnb. The startup is now a $20 billion “unicorn” that—as a poster child of the new sharing economy—has been fundamentally rocking and reshaping the hospitality industry.

The email dismissals are mostly curt, polite, and, well, reasonable. (“I am sure we didn’t look very impressive at the time,” Chesky admits.)

“Not in our area of focus,” wrote one potential investor. “Don’t think it’s the right opportunity,” offered another. “It’s a long shot for our involvement,” noted a third. “I’m not going to be able to proceed,” declined the following. The final reply is no different.

“We decided yesterday not to take this to the next level,” an unnamed venture capitalist said. “For some reason, we’ve not been able to get excited about travel related businesses.” (Two firms didn’t email the Airbnb team back.)

Read more: Fortune assistant managing editor Leigh Gallagher’s profile of Brian Chesky

Who knows how Chesky and his team felt upon receiving the news at the time. Probably: disappointed, dashed, deflated. Yet in hindsight, the sequence of rebuffs share an ironic, uplifting lilt: Don’t let the naysayers get you down.

“Next time you have an idea and it gets rejected,” Chesky writes, “I want you to think of these emails.”

About the Author
Robert Hackett
By Robert Hackett
Instagram iconLinkedIn iconTwitter icon
See full bioRight Arrow Button Icon

Latest in Tech

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
  • Future 50
  • World’s Most Admired Companies
  • See All Rankings
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
  • Editorial Calendar
  • Press Center
  • Work At Fortune
  • Diversity And Inclusion
  • Terms And Conditions
  • Site Map
  • 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

Latest in Tech

SuccessEntrepreneurs
‘Wealth doesn’t erase your problems—it magnifies them’: One serial entrepreneur’s brutally honest take on making it
By Sydney LakeMarch 25, 2026
4 hours ago
Current price of Ethereum for March 25, 2026
Personal FinanceEthereum
Current price of Ethereum for March 25, 2026
By Joseph HostetlerMarch 25, 2026
5 hours ago
SuccessProductivity
Research shows workers are using AI to get away from their computers—sneaking gym classes, skipping meetings, and clawing back 30 minutes a day
By Orianna Rosa RoyleMarch 25, 2026
5 hours ago
altman
AIphilanthropy
OpenAI Foundation pledges $1 billion to mitigate some of the jobs that it thinks AI will destroy
By Thalia Beaty and The Associated PressMarch 25, 2026
5 hours ago
college
AIColleges and Universities
‘You won’t be able to AI your way through an oral exam’: Colleges have an Ancient Greek-style solution to the Gen Z stare
By Jocelyn Gecker and The Associated PressMarch 25, 2026
5 hours ago
judge
LawSocial Media
Yes, Mark Zuckerberg’s social media products are harmful for children, New Mexico jury finds
By Barbara Ortutay, Kaitlyn Huamani and The Associated PressMarch 25, 2026
6 hours ago

Most Popular

Magazine
The youngest-ever female CEO of a Fortune 500 company is fighting Trump's cuts to keep Medicaid strong
By Fortune EditorsMarch 24, 2026
1 day ago
Commentary
The Treasury just declared the U.S. insolvent. The media missed it
By Fortune EditorsMarch 23, 2026
2 days ago
Success
Palantir’s billionaire CEO says only two kinds of people will succeed in the AI era: trade workers — ‘or you’re neurodivergent’
By Fortune EditorsMarch 24, 2026
1 day ago
Energy
Nobel laureate Paul Krugman calls it 'treason': $580 million in suspicious oil futures traded minutes before Trump's Iran reversal
By Fortune EditorsMarch 24, 2026
23 hours ago
Personal Finance
Current price of oil as of March 24, 2026
By Fortune EditorsMarch 24, 2026
1 day ago
Economy
It took 200 years for national debt to hit $1 trillion. Annual interest alone now exceeds that—a 'crushing legacy we must reverse,' says budget chair
By Fortune EditorsMarch 23, 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.