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I welcome feedback on what should or should not be included (convince me animated shorts should be on here, for instance!). Just keep in mind this is simply what I have seen, not my favorites.
Citizen Kane (1941)
Near-perfect if you prefer character-driven films
There will always be debate on where this film ranks all-time. It is not my personal favorite film, but I think it is one of the greatest films ever made. Why? Orson Welles. He wrote, directed, and produced the film. Oh, and he starred in it. At the time, it was not as common to direct and star in a movie. Did I mention he was only 25 years old when he did this?
Is it a perfect film? Hardly. But it's not far off, either. I do not know of a single film that can be honestly called "perfect." Start by looking at the Goofs page because that needs to be empty for a film to be truly perfect.
For people who want action movies or comedies, they will find Citizen Kane boring. If you prefer deep characters and, honestly, older dramas, I doubt you would come away from this film thinking it was a waste of your time.