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On June 26, 2008, we were attempting to raise $150,000 at a $1.5M valuation. That means for $150,000 you could have bought 10% of Airbnb. Below you will see 5 rejections. The other 2 did not reply.

Highlights (4)

The investors that rejected us were smart people, and I am sure we didn't look very impressive at the time.

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

Chesky's closing line — the entire point of publishing the rejection letters.

Even warm intros from a respected founder (Michael Seibel) to top-tier investors are no guarantee of a check. 5 of 7 said no, and 2 didn't even bother to reply.

The cost of being wrong about a startup is asymmetric: the rejecting investors lost the chance to own 10% of a company worth tens of billions for $150K. Conviction, not consensus, is what compounds.

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