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Four films that I would suggest are: The Graduate, Annie Hall, Double Indemnity, and Manhattan. The Graduate is a classic, and one of my favorites. It is equal parts comedy and drama and really has a wonderfully poignant message. Annie Hall and Manhattan are two of my favorite pieces by Woody Allen, and I believe them to be his definitive works. I happen to be a huge fan of his work and his style. Both films blend comedy and drama masterfully. My final recommendation is Double Indemnity which is a film noir thriller. The dialogue is sharp and the cinematography is stunning.