1. Chappelle's Show (Comedy Central, 2003-2006)
Chappelle's Show went off the airwaves back in 2006, but to this day people still quote the comic's series like it was just on last week. (To be fair, for many it probably was: People wear the shit out of those DVDs, which were some of the best-selling ever of a series-to-DVD set.)
Regardless of where you are or what your background might be, it's a rare occasion for a month or even a weekend to pass without hearing Chappelle's much-loved sketches being referenced at least once, whether a put-upon friend finds themself in need of a Wrap It Up Box or a victorious adversary just can't resist unleashing a "Game...Blouses" to rub a little extra salt in the wound after a match.
SNL and Monty Python are natural classics, but when it comes to consistent hilarity and biting social commentary, this show can't be beat. Just about every sketch was pure gold, bringing grown men to tears and eliciting the kinds of laughs that make you feel like you've just done a P90X ab session. Wherever you are, Dave, we'll always be grateful for those three years. R.I.P. Chappelle's Show.