5. Nick Kroll
Kroll Show and The League have recently brought Nick Kroll into the spotlight, but he's worked long and hard in the comedy community to get to there. Kroll first studied at the Upright Citizens Brigade when he was a freshman at Georgetown University in 1996. Kroll got his first breaks as a writer, contributing to both The Life and Times of Tim and Human Giant, while also landing a variety of bit parts in television and film.
Since then, he's been involved in comedy projects large and small, from web series to network television shows, and his impressive amount of comedic output shows no signs of slowing.