THE BAREFOOT CONTESSA (1954)

A Hollywood satire decades ahead of its time, but also in my opinion a total mess as an actual movie.

THE AFRICAN QUEEN (1951)

I still think this enjoyable adventure story holds up, though the story of its shooting in the Congo (including possible accidental cannibalism) is now at least as famous as the movie itself.

CASABLANCA (1942)

Maybe the classic Old Hollywood movie, made at the height of World War II and maybe one big metaphor for the war itself.

THE MALTESE FALCON (1941)

A movie that launched legendary careers and an entire classic genre of film, and is also pretty fun in its own right.