I never even graduated college. I never finished learning, as it were, and I have a psychological need to be in a learning environment at all times.

Doing startups is all about making mistakes.

I mean just look at haiku, the idea of it. We want to focus on that singularity, on that simplicity, but we still want to add features and add value, but we want to do it in a way that fits in with that mentality of simplicity. You have to spend a lot of time thinking about it.

I started out as an artist, and I continue to think of myself as an artist first, and a technologist and entrepreneur after that.

When you think about email or IMing, why aren't you writing back? I can see your avatar, I know you're online, why aren't you writing me back? But with Twitter, everybody sends their responses to Twitter, and Twitter then sends them out to everyone. So there's not this constant connection. You can be hyperconnected, then you can take a break for a couple days and it's fine.

Even though running is physically straining, it's mentally refreshing. Especially when you feel like you've accomplished something.

You have to have an emotional investment in what you're doing. If you don't love what you're doing, failure is pretty much guaranteed.