Tim DraperFounder and Managing Partne, Draper Associate · I back the ideas that look crazy first

Do You Have Any Investment Regrets?

20 Jun 2024 · 0 min

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In a brief interview, Speaker B reflects on the many investment opportunities he and his firm missed, citing Bessemer Ventures' well‑known anti‑portfolio of over 100 companies. He mentions an early look at Indian e‑commerce startup Meesho and a long list of missed U.S. deals. Despite these regrets, he advises focusing on the founders and companies currently in the portfolio—and on one’s own family—rather than dwelling on the ‘one that got away.’

Are there any companies you wish you invested in and you passed the deal and later on they went on to become big success?
So many companies. I mean, Bessemer Ventures has a list of 100 anti-portfolios they've missed. There are many I know, like we looked at Meesho very early, love the founder. In the US, there are also companies that we missed, but there's a long list. But I think what you got to do is you got to focus on your family that you have and help them because you can always worry a lot about the one that got away. You got to focus on what's in front of you.