Andy Richter
After serving as Conan O’Brien’s comedy sidekick for seven years, Andy Richter decided to leave Late Night with Conan O’Brien in 2000. Since then, he has starred in the TV shows Andy Richter Controls the Universe, Quintuplets, and Andy Barker P.I. and has played bit parts in various sitcoms and movies. Clearly, he made the right choice.

Update 2/15/11: In June 2009, Andy Richter went back to being Conan O’Brien’s sidekick, first on The Tonight Show with Conan O’Brien and now on the TBS late-night talk show Conan.