When I graduated college, I remember all I really wanted was to make enough money to have a swimming pool, because I love to swim, to grow my own fruit. I wanted to have a little plot where I could grow my own oranges and make enough money where I could to take two weeks off a year. I figured if I had that, it was game over.

In the late 1990s, I was a guest on a private plane. By the time my partners and I got off the flight, we knew we had to figure out how to fly privately more often.

I was a kiddie pool attendant, and I was a white rapper. That's not going to get you a job on Wall Street.

Jesse Itzler Quotes