What's your favorite part of a typical day?
The morning. Everything exciting happens in the first hour or two -- if anything happens at all.
What skill would you most like to improve?
Since I do almost everything at Plenty of Fish, I already get to improve at work. Maybe skiing. I don't crash that much, but I'm not very good.
If you were going to start a company in another industry, which one would you choose?
Probably something like jobs. It's pretty much the same as dating, but instead of loading profiles, you're loading resumés.
If you could go back and do one thing differently, what would it be?
For the most part, I wouldn't change anything. You learn something from everything.
What's the simplest thing you never learned to do?
Swim. I got boiling water spilled on me when I was a kid, so for a long time, I'd have a panic attack when I was around water. It took forever to get over that.
What keeps you up at night?
The only times I worry are when I know there's going to be a huge rush of people -- like the day after Christmas.
Who is the smartest person you know?
I don't know that many people.
Who gives you the best advice about your business?
I don't get advice from anyone, because there's no one in a similar situation. Everyone's advice is to hire a ton of people and spend a ton of money. But that advice usually gets you nowhere.
What is the accomplishment you are most proud of?
Getting to a billion pages a month by myself.
What's the most fun you have had at work?
Going to the bank and depositing a million-dollar check.