Todd: So Kevin, I thought we would talk about money today, and you have many interesting stories about being broke.

Kevin: Yes. I have been broke a number of times. Anything in particular that you would like to hear? I've got quite a bunch.

Todd: So tell me when was the first time you were really broke?

Kevin: The first time I was really broke was, I was 19, and I moved to New York City. I followed a girl that I met in Glacier National Park, I was working out there as a singing waiter.

Went out to New York, followed her, and I ended up living in an apartment with three other people and the share of my rent was $500 a month. Now that was 20 years ago, and $500 a month 20 years ago to a 19 year old kid with no education, no experience... that was a lot.