On nerdiness: “All the kids were cliqued up. I would end up eating with the old librarians.”
On being smart, funny, and beautiful: “In my life, I moved around a lot… you’re constantly the new kid, because you’re a military family. Oklahoma, Utah, Japan, different parts of Japan — and humor and being self-deprecating and sarcastic was the thing that could break ice in every situation. And so it’s a very antiquated idea to think that you can’t be pretty and smart and funny.”
On being the cover of Maxim: “When I was on The Daily Show and there was this Web site that wanted to criticize me, saying, How could she be on the cover of Maxim and be on this smart show? So I did the cover of Maxim again. Because, you know what? Don’t you want for your own daughters to grow up and be smart and funny and beautiful and embrace their sexuality?”
For more from Olivia, visit Esquire.com!