12. 'Tropic Thunder' (2008)
What's a little unsettling about McConaughey's performance in Ben Stiller's Hollywood satire is how convincing it is: You can almost see how, if events had worked out differently, he could have turned out to be the kind of spoiled, bro-tastic talent agent he parodies here. McConaughey wields his charm and ability to put you at ease for evil here. It's a small role, but it's far more substantial than his other 2008 offering, the lackluster Fool's Gold.