This is partially inspired by @UsedJavelin's thread about Seven Samurai.
I watched a lot of the Western "film canon" when I was younger, and lately I've just been craving some good "artistic" movie content. But I don't trust the :reddit-logo: crowd nor the letterboxd nerds for serious recommendations, so I turn the question to my comrades
The best part is that Prince - yes, Prince! - does the soundtrack. The good 80s Prince no less. There were several hits and good music videos off that one.