First off, I must mention Fight Club, because a movie that awesome deseves to be mentioned a fourth time. As far as inspirational movies go, Fight Club tops my list easily.
The runners up might surprise some though. In no particular order, and leaving out those that have already been mentioned:
Starship Troopers: Solely because of Drill Instructor Zim. "PAIN is in the MIND!"
Conan The Barbarian: Watching Schwarzenegger kick massive amounts of ass without being bogged down by things like "plot" or "dialog" is to me, very inspirational. I don't think I've ever watched this movie without doing pushups afterwards.
Catch Me If You Can: It's always refreshing to see someone who doesn't play by the rules. When done as effectively as the main character in this movie does, it becomes inspirational. It's amazing what can be done with some intelligence and outside-the-box thinking.
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