
Asheem Chandna has spent 22 years in venture capital, and he’s never lost money.
While you ponder that—a claim that on its face genuinely floored me—I’ll be precise about what that means: Since Chandna started at Greylock in 2003, he has never lost capital on an investment he’s led, always notching a gain or return, according to the firm. On some level, I was so surprised because this bumps up against Power Law conventions—that you have to lose a lot to find the runaway winners. And many of the most successful VCs I know have taken at least a few deals on the chin.