Citizen Kane (1941)
From a historical perspective it is one of the most important and essential films ever created. Every film student & movie buff should see it just for that purpose. That being said, it certainly does not hold up at all today. It should not be viewed as a masterpiece that can contend with modern Hollywood, but rather an invaluable piece of cinema history.
Related long-form writing: Older Films, Rewatches and Catch-Ups: Short Reviews.
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