What was the "a-ha moment" that led you into tech?
We took AOL public and I was one of the early users. I was hooked on e-mail communication and the content -- and it wasn't even the web back then. I remember getting my mom to use AOL, which definitely made communicating and staying in touch easier. That was when I knew the Internet was going to be huge.
What has been your most radical career shift, and how risky was it?
I gave up an offer from Goldman Sachs out of Harvard Business School to move into the operating side. I was probably one of ten people that joined an Internet company out of Harvard in 1996. It was definitely the path NOT traveled. Moving from advising to operations was a big shift for me and somewhat risky in that the startup was totally unproven. The startup -- Firefly -- ended up being sold to Microsoft.
What technological advance are you most excited about?
iPhone - I love the fact that I can read the WSJ, watch Youtube videos, do email, listen to music and watch movies, all from a little device that fits in my pocket.
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