“

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

failurelearning— Interview, Re/code, 2013
“

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

executionproduct— Foundation podcast, 2012
“

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

foundersinvesting— The 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.

foundersinvesting— Foundation podcast, 2011
“

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

healthlifestyle— Modern Finance podcast, 2020