Daymond John

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.

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?

As a kid, I always idolized entrepreneurs. I thought they were cool people in the way that I thought basketball players were cool people. It's cool that some people get paid to dunk basketballs, but I'm not one of those people.