Al Gore (Darrell Hammond)
As devastatingly dull as Ferrell's Bush was endearingly dim, Hammond did more with the word "lockbox" than many comedians achieve in an entire career. SNL is often accused as having an inherently liberal bias, but it’s difficult to argue that the show treated the Vice President with preferential treatment leading up to the 2000 election. The show treated Gore like an insufferable bore, less a human being than a lecturing robot. It's still one of the more savage satirical jabs in the program's history of political mockery.