7. 'The Gang Tries Desperately to Win an Award' (Season 9, Episode 3)
A show like Sunny is too raw to be Emmy-bait, but that didn't stop its creators from trying to dissect their own place in the television hierarchy, asking openly why some "bars" are popular while Paddy's is considered more fringe. In one of the most meta episodes, the gang checks out the competition to figure out how they can impress the Restaurant Bar Association. The answers: they need better lighting, some "will they or won't they?" sexual tension, and a token black friend (but not too black, because those kinds of bars don't win awards). The result is a merciless critique of the bland, faux-edgy entertainment that appeals to the masses — and wins awards.