Prior to taking over the Late Night and Tonight Show franchises, it was on SNL that Jimmy Fallon honed his skills. The Groundlings alum quickly established himself as a crowd favorite in a fertile era for the show with terrific impressions of Jerry Seinfeld, Robert De Niro, Regis Philbin, Mick Jagger, and even former SNL cast members Adam Sandler and Chris Rock. His talents perhaps shone brightest on The Barry Gibb Show portraying a mentally unbalanced version of The Bee Gees frontman alongside his brother Robin (Justin Timberlake), who never had anything to add.
Nearly halfway into his run, Fallon nabbed the Weekend Update desk spot alongside Tina Fey. It made for one of the strongest duos to deliver the fake news. Along the way, the future talk show host tried his best not to break during classic sketches such as “More Cowbell” and Debbie Downer’s visit to Disney. #23 will be up soon!
Jimmy Fallon
Years on the Show: 1998-2004
All My Life... I Wanted To Be A Blogster 