Brian Chesky once hot-glued 1,000 cereal boxes and sold them at $40 each to keep Airbnb alive

When Airbnb’s founders struggled to attract investors and piled up debt, an unconventional fundraising stunt helped buy them enough time to keep building.

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Brian Chesky once hot-glued 1,000 cereal boxes and sold them at $40 each to keep Airbnb alive
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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.

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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.

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.

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.

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Where this came from

This story was reported and first published by Yahoo Finance on 20 September 2026. HUE Legacy Ventures did not write it.

Carried in full with attribution and a link to the original. Rights remain with the publisher, who may request removal at any time.

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