Before Mint.com, I was a long-time user of 'Microsoft Money' and Intuit's 'Quicken.' Both were powerful tools, loaded with features and functionality around taxes, investment, budgeting - too feature-laden, in fact. They took hours to set up, forever to learn, and an hour a week to maintain.

The original idea before Mint was a life and goal planning system I called Carpe Viva. The idea was that all of life's goals, from buying a house, getting an MBA, or learning Spanish could be quantified in both time and money.

Carefully calculate the potential size of your market to make sure you can grow. Before starting Mint, I knew that there were about 20 million people who had purchased 'Quicken' or 'Microsoft Money' over the years, and 80 million people using online banking in the U.S. alone.

I always knew I wanted to be a technologist, so I went to Duke and got a degree in computer science and electrical engineering. Really, I thought my goal in life was to be an inventor, a problem solver, so I thought I needed a Ph.D. to be good at inventions, but it turns out that you don't.

I decided I would go to NYU so I could get into the comedy world and have legit housing, and my parents would not have trusted investing in a straight-up comedy career.

I think everybody has a moment in their career where you have to test whether it was right or wrong. We've all been there. I've looked back at performances of my own, where only you know if it is something you want to repeat. As long as you know when it's not right that you don't repeat it all the time.

Once I got done with my career, I knew in my soul that I don't have any negative thoughts about myself.

Nothin' on You' by B.o.B was the first song where I heard myself on the radio. I'd been trying my whole career to write a song like that, which incorporates live instruments with hip-hop and singing.