25. Benicio del Toro
As Vice's dim maritime lawyer, del Toro makes for an interesting straight man to Joaquin Phoenix's private dick. It's not a big part for an actor like this – this man has an Oscar, after all — but the duo make for a good double act, as they try to untangle the byzantine nature of the movie's central conspiracy. Not unlike other borderline-incoherent noirs (see The Big Sleep), Anderson's film never quite figures out all the details of the conspiracy that's being uncovered, so the film lives or dies by how much we enjoy individual chapters. And del Toro adds a sense of amiably addled fun to every scene he's in.