18. Molly Shannon
Years on Show: 1995-2001
Most Memorable Sketches: "NPR's Delicious Schweddy Balls," "The Courtney Love Show," "Mary Katherine Gallagher"
Post-Show Career: She's appeared in Talladega Nights, 30 Rock, Scary Movie 4 and Scary Movie 5. Most importantly, she's going to revive her role as Gail von Kleinenstein in the upcoming Wet Hot American Summer prequel series.