Year: 1995
How Much Money He's Making: $2 million
What Will's Doing: Establishing himself as a go-to blockbuster star. In Michael Bay’s directorial debut, Will teams up with Martin Lawrence as best buddy narcotic cops that must track down those who jacked $100 million dollars of heroin from the evidence locker—the duo’s biggest bust. Over and over, bad guys point guns at them, but they distract with yaps before executing nasty counters. Will sprints with an unbuttoned shirt, cracks rare rough language jokes and thousand-yard stares during swirling close-ups. The flick grossed seven times more than its budget and confirmed that Will was way too big of a star to be confined to television.