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@ajroach42 One of my all-time favorite movies! What was it that bugged you about the ending? I've never really minded it outside the obvious sexism, but that's kind of par for the course for a movie from that time.
It's one of the quieter moments, but one of the things that's always stuck with me is how Emeline, the least greedy character in the movie, is the first to find the big W. It's a sublime moment of irony, and she goes on this rather sweet (if naff) fantasy about what she'd do with the money before her dream gets crushed in less than five minutes. In a manic slapstick comedy, it's a very necessary moment of real heart, and it's the only genuinely sad part of the movie. It's very telling that in a movie they had to trim Buster Keaton out of because it was running overtime, they kept that quiet little moment.