13. MATTHEW MODINE AS SHAW IN CUTTHROAT ISLAND (1995)
Apparently, director Renny Harlin wanted his $115 million pirate adventure to sink faster than a torpedoed ship. There’s no other way to justify handing over your professional livelihood to a WASP-y non-entity like Matthew Modine, a guy who should’ve never gotten any closer to the action genre than his role in Stanley Kubrick’s excellent Full Metal Jacket. What, was Eric Stoltz too busy? Tack on the fact that the film itself did absolutely nothing right after its unfortunate casting and you’ve got one of Hollywood’s all-time biggest flops. You reap what you sow, Renny.