For an older movie, I think everybody should see The Breakfast Club at least once. It does rely on some 1980s tropes, like weekend detention, and people not having cell phones, but otherwise, solid timeless movie.

For a newer one, 君の名は。 (your name.) is still the best film I've seen to date, and I've seen a lot of them. It's kind of a shame it's Japanese, and animated, because that means a lot of people will give it a pass. The film could have been made in any country with practical effects (fun fact: JJ Abrams bought the rights and a script was even penned, the city was going to be Chicago and the small town was going to be in New Mexico, in the US) but so far, it hasn't been. If it ever happens, I think it will reach a wider audience, but, until then, I'm fine with just being right while also in a minority opinion.