Airbnb (Nasdaq:ABNB) is now a global lodging giant with more than 9 million active listings across 220 countries and regions. But in 2008, the company was running out of money and investors weren’t interested. Its founders then turned to an unlikely way to keep it alive — selling cereal boxes.
Chesky and his cofounders created 1,000 election-themed cereal boxes and sold them as collectors’ items for $40 apiece. In a 2023 interview with the Stanford Graduate School of Business, CEO Chesky said the stunt brought in roughly $30,000, giving the struggling startup a badly needed infusion of cash.
Chesky and cofounder Joe Gebbia had come up with the idea for Airbnb a year earlier, when they rented out air mattresses in their San Francisco apartment to visitors who couldn’t find a hotel room during a design conference. They called it AirBed & Breakfast. Chesky and Gebbia were later joined by third founder Nathan Blecharczyk.
Thanks for subscribing!
The money news that actually matters.
By signing up, you accept Moneywise Terms of Use, Subscription Agreement, and Privacy Policy.
An original election-themed idea
With the 2008 U.S. presidential election approaching, the founders designed two limited-edition cereal boxes: Obama O’s, featuring Democratic candidate (and future president) Barack Obama, and Cap’n McCain’s, featuring Republican candidate John McCain.
Years later, Chesky told a crowd at the South by Southwest conference that he and his cofounders hot-glued the boxes together by hand after a print shop shipped them 1,000 with their design idea. “It was like origami in my apartment,” he said, according to Business Insider.
The stunt would soon help convince the company’s first outside investor to take a chance on an idea others had rejected.
Paul Graham of Y Combinator was impressed by the founders’ resourcefulness, and Airbnb was accepted into the accelerator for its Winter 2009 class. Y Combinator invested $20,000 in exchange for 6% of the company.
Just a few months later, Sequoia Capital led Airbnb’s $600,000 seed round, per Business Insider.
Must Read
- Jeff Bezos backs a platform that lets anyone invest in rental homes for as little as $100 — 6 ways to build wealth like a landlord without actually being one
- The tax breaks in Trump's 'big beautiful bill' expire after 2028. Here are 4 moves to make before the window closes
What this can teach aspiring entrepreneurs
Before the Y Combinator break, the Airbnb cofounders’ predicament looked a lot like the one many entrepreneurs face when trying to get a business off the ground. They funded Airbnb themselves and piled up credit card debt along the way.
Chesky told CNBC he accumulated about $25,000 in credit card debt, while Gebbia was tens of thousands of dollars in debt as well.
“You know those binders that you put baseball cards in? We put credit cards in them,” Chesky said.
Their reliance on credit cards wasn’t unusual.
According to the U.S. Small Business Administration (SBA), 34% of small businesses used credit cards for financing, based on 2023 survey data. Personal savings are even more common when businesses are getting started. The SBA found that 80% of employer businesses and 76% of businesses without employees used personal savings for startup capital.
SBA data showed that in 2023, venture capital accounted for just 5% of small-business lending, while angel capital accounted for another 1%. Small-business loans and finance companies accounted for the remaining 94%.
Even the U.S. Chamber of Commerce concedes that getting outside capital is very difficult and recommends bootstrapping as a way to fund a business, with common practices including relying on personal savings, selling assets or using early sales to keep the business going.
Airbnb’s founders took the last option in a decidedly unusual direction, and perhaps got lucky. But their experience shows how far a little creativity can go when outside capital is hard to come by.
Outside money didn’t solve everything
Outside funding gave Airbnb the resources to grow, but growth brought new problems.
By 2013, Airbnb was already running into regulatory challenges in New York over short-term rentals and the Multiple Dwelling Law. Similar regulatory battles would follow as the company expanded into other cities.
Then came the challenge of making the business consistently profitable. In 2018, Airbnb came within roughly $17 million of turning a profit, but increased spending on businesses such as Experiences contributed to a much larger loss the following year, according to the company’s SEC filings. Reuters reported that Chesky’s push to expand beyond accommodations also played a role in delaying the company’s IPO.
Nevertheless, Airbnb was still growing quickly. In 2019, customers booked nearly 327 million nights and experiences worth $38 billion, helping the company generate $4.8 billion in revenue, according to SEC filings. But just as Airbnb was preparing to go public in 2020, the COVID-19 pandemic brought global travel to a standstill.
The company ultimately went public in December of that year, more than a decade after receiving its first outside investment.
You May Also Like
- Dave Ramsey warns nearly 50% of Americans are making 1 big Social Security mistake — here’s what it is and 3 simple steps to fix it ASAP
- A single line on your car insurance policy could be inflating your premium by up to 30% — here's what to change
Sam Bourgi is a financial markets specialist with over a decade of experience covering investing, economics and digital assets. His work has been cited by U.S. Congress, the DOJ, the Bank for International Settlements, Bloomberg, Reuters, CNBC, Fox and Newsweek, as well as academic institutions.
