No list would be complete without Triumph. From starring in his own Adult Swim show to a Hulu special about this year's presidential race, Robert Smigel's humping enthusiast with an Eastern European accent has had a life of his own outside of Conan's various studios. Though he made a name for himself when he took on fans waiting to see "Star Wars: Attack of the Clones," it was a 2003 appearance that Triumph proved he would never back down from a fight, not even from Jay Leno at the height of the late night war that would see O'Brien step down from the "Tonight Show" throne.