I've always been surrounded by business and numbers. My dad ran an accounting practice that his dad had started, and I worked there during the summers. That job gave me a lot of practice with math. Over dinner, my family often talked about business. We were always coming up with ideas. I got comfortable with numbers and risk because that's what I saw in my family.

We lived just north of Boston. In the summer of 1987, when I was 20, my brother and I built a pushcart business and sold wooden plaques at Faneuil Hall. Thanks to that business, I was clearing $700 a week in cash when I was at Boston University as an accounting major.

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