He started making television appearances while still in his teens. He was most often cast as high schooler in such made-for-TV films such as "Not My Kid" in 1985 and "Nutcracker: Money, Madness & Murder" in 1987. Born to a large family in Tenafly, New Jersey, he moved to Los Angeles to be closer to the TV industry while attending USC. There he met several fellow actors who turned out to be longtime friends such as Grant Heslov and George Clooney.
He's been engaged to both Sandra Bullock and Jennifer Aniston, and has dated a large group of women such as Whitney Allen and TV actress Lauren Graham.