20. Adam Sandler
Years on Show: 1990-1995
Most Memorable Sketches: "Opera Man," "The Gap Girls," "Iraqi Pete," "Canteen Boy and the Scoutmaster"
Post-Show Career: Shockingly enough, he was fired in 1995 along with many others members of the cast after a rather lackluster season. He bounced back later that year with Billy Madison, which kicked off a string of hit moves that continued for a very long time. His last few have been rather soft at the box office, but he recently signed a four-movie deal with Netflix.