For a long time, my production company was the only other company in the same building as Letterman’s show where his offices are, so we were on the third floor and Dave had the rest of the building. At a certain point, I actually co-owned a restaurant, called Sullivans, with Paul Shaffer, and a buddy of Dave’s was the guy who managed the restaurant. My life has sort of inexplicably been tied to Dave. One of my best friends has been his monologue writer for this entire time, and I would see Dave in the hallway. And I was on the show probably 20 times or something. I was even on after 9/11 when he was one of the first guys to go back on the air.
I have to say, I’ve done a million talk shows and Jon Stewart is one of my oldest friends — I have a blast with Jon Stewart when I do “The Daily Show,” but that almost doesn’t count because Jon and I have known each other for so long and hung out so much that we should be able to be loose and funny together. But of all the guys I was on the air with, Dave, his comic timing was absolutely perfect. He was always staring you in the eyes when he asked you a question, he was never looking at the cards, he was never interested in anything over your shoulder, he was absolutely in the conversation with you. We always started out thinking we knew where we were going and we ended up some place I never imagined we would go. I always had a lot of fun with him — I really did. He’s a really terrific guy.