It's not easy to be charming and snide simultaneously, but this affable comic performer has forged a career out of delivering cutting quips with a winning smile. After starting in stand-up, this slim blond made a handful of TV guest appearances before signing on to Saturday Night Live in 1990. Although some viewers initially confused him with chameleon cast mate Dana Carvey, Spade fared best when playing himself (or some variant thereof), particularly during his hilariously bitchy "Hollywood Minute" segments, which years later would serve as a blueprint for his Comedy Central series The Showbiz Show with David Spade. During Spade's SNL tenure, he ventured onto the big screen in a string of inane comedies, including two with late cast mate Chris Farley (Black Sheep, Tommy Boy). He then landed a role on the sitcom Just Shoot Me playing (what else?) a sarcastic underling. While always a C-lister on the big screen (he wrote and starred in the lowbrow comedies Lost & Found, Joe Dirt and Dickie Roberts: Former Child Star), Spade remained a reliable TV player with an impressive array of gal pals, including Kristy Swanson, Lara Flynn Boyle and Heather Locklear.