Digg taught me what not to do just as much as what to do. Sometimes the most expensive lesson is the most valuable one.

failurelearningInterview, Re/code, 2013

You can't wait for perfect. If you wait for perfect, someone else ships first and owns the market.

executionproductFoundation podcast, 2012

The best founders I know are obsessive. Not ambitious — obsessive. There is a real difference.

foundersinvestingThe Tim Ferriss Show, 2015

When I invested in Twitter, I wasn't betting on a product. I was betting on Jack. That is what early-stage angel investing actually is.

foundersinvestingFoundation podcast, 2011

Health is the real asset class. You can make money back. You cannot make time back.

healthlifestyleModern Finance podcast, 2020