The Evil Guy Who Gets Away With It Film
These are some favorites of mine: The Rise and Rise of Michael Wimmer, Election, Nightcrawler and even the significantly less successful Kill Your Friends. There is pleasure one gets in the way that the nasty lead gets away with it. The little tricks, the insights into what the weak can be tricked to do, these films are good, and more importantly, fun stuff.
The secret is that they must be smart, or we miss out on the pleasure of thinking we could be them, instead just realizing that we are.