Evan Williams

If you look at the Internet, the vast majority of start-ups are not successful. But the ones that are, are very very successful. So you can't point to the unsuccessful ones and say, 'There's no hope for this field.' It's just that they had the wrong idea or they had bad execution.

You make your first album, you make some money, and you feel like you still have to show face, like 'I still go to the projects.' I'm like, why? Your job is to inspire people from your neighborhood to get out. You grew up there. What makes you think it's so cool?

I didn't end up going bankrupt... I made some great investments and I held on to my money, which also enables me to have the freedom to do what I want now. But it's not about finances. No matter what, it's about keeping it real.