7. Roger Greenberg ('Greenberg,' 2010)
Once upon a time — a.k.a. the Nineties — Roger Greenberg had it all: youth, hipster cachet, an alt-rock band on the verge of a major-label deal and assured 120 Minutes rotation. Then he threw it all away, because damned if he was going to, like, sell out. Now, he mopes around the smoggy hills and valleys of L.A., a middle-aged misanthrope destined to make everyone around him miserable. Ben Stiller made a name for himself playing hapless everyguys and romcom underdogs, but anyone who's seen his sketch-comedy work on The Ben Stiller Show knows the guy can do a mean aggressive jerk. Here, he proves he can play a passive prick as well, drifting through life and refusing to admit where it all went wrong.