Debbie Gibson

What I love about how my career has gone up to this point is that I've always, always put my head down on my pillow at night, and I've been able to say that I've done, honestly, what I've felt like I wanted to do. And that's really all you can hope for in everything you do.

My venture investing career has three phases, all roughly 6-8 years long. The first, at Euclid, was software to Internet. The second, at Flatiron, was Internet to bubble. And the third, at USV, has been web 2 to mobile. I have always used a new firm to denote a new investment phase for me. Throw away the old. Start with the new.