The Diamond File Featured

8:00pm EDT May 26, 2009

Born: New York City

As a child, what did you want to be when you grew up?

I wanted to be a mommy, like every other little girl in that generation. I always wanted to be a mother, but I always wanted to design clothes and be part of that scene.

What was your first job ever?

My first job was after school selling handbags. I forgot the name of the store, but it was downtown. I was 15. It was commission, and I did very well. I always enjoyed the fashion industry, and I loved every minute of it. If you like people and you like face-to-face, that’s retail, and you appreciate the hard work.

What’s your favorite board game and why?

Monopoly. It just brings back memories. I always remember, especially when it was snowing out, we’d sit around the kitchen table and play Monopoly. It’s funny you should ask that because a couple of weeks ago, Jonathan’s [Elster, executive vice president] sons are twins — Jordie and Evan. They are the love of my life, and we had a sleepover, and we played Monopoly. Now I have never lost Monopoly until the twins, who just turned 6 — Jordie killed me. That’s the truth. I was devastated. I said, ‘I never lost Monopoly, and I lost,’ and not on purpose. It’s my favorite, but I don’t think I’ll be playing anymore now.

Diamond on a positive attitude: I think we all have to get on with life and get rid of this gloom and doom and look forward to tomorrow. I couldn’t exist without a positive attitude. We had a board meeting last week and I said, ‘You know, some people look outside, and it’s always raining and cloudy; I can’t handle that.’ To me, it’s always sunny. You have a choice in life.