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15. Tropic Thunder (2008)
McConaughey was a last-minute replacement to play the aptly named Hollywood agent, Rick Peck, after Owen Wilson dropped out. Memorably, Peck fights adamantly for contractual TiVo rights for Ben Stiller’s doofus action star, Tugg Speedman; soon after, he’s willing to let his client die in the jungle. Watch a clip!
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