2009 was one of the busiest, most insane, stressful periods in my entire career. I was raising a bunch of money, buying a bunch of Twitter. I saw my friend fired as CEO of Twitter. Uber was growing like a weed. As these companies get bigger and bigger, there's more and more friction. Being public was the last thing I wanted to do at the time.
I spent a lot of time learning how to define myself internally rather than externally. I learned how to care less about external validation. I think that's given me a renewed confidence in speaking out loud. I kind of don't care what people think about me. I feel a lot more confident in saying what I believe.
'Shark Tank' has been a sincere joy. As our traditional venture-backed companies get bigger, the investing side tends to get more political and complicated. 'Shark Tank' takes me back to my early days working with ambitious founders in their earliest and scrappiest days. The show reminds me of what I deeply love about this business.