You actually don't want people thinking your product is cool, because then you're a fad.

I can sort of do what I want. Maybe I have to work harder to prove myself in some new relationship because they've heard some wacky stories about me. But at least I can get the meeting.

Facebook isn't helping you make new connections, Facebook doesn't develop new relationships, Facebook is just trying to be the most accurate model of your social graph. There's a part of me that feels somewhat bored by all of this.

Your biggest challenge as an entrepreneur is not concealing your idea from others or keeping your idea a secret, it is actually convincing people that you're not crazy and that you can pull this off.

You want people using your product because it's a part of your life, then they can't stop using it.

If I were worried about my reputation, I wouldn't do anything with start-ups

At the end of the day, money is just a proxy for votes. That is what makes politics so vulnerable to social media.