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This one's got 'crossover' written all over it: Die Hard Good, Will Hunting!
Oh wow...probably the hardest choice I've had so far. Die Hard has been one of my favorite movies for a long time, whereas I just saw Good Will Hunting for the first time recently, but I was blown away by the screenplay and the acting. While I will always be partial to Die Hard, I may have to say that Good Will Hunting is the overall better movie here.
This is an impossible choice. I love both films for entirely different reason!