I was thinking again about your question, and I would like to add something else, although it is not a movie (sorry for being a bit off-topic). It is a very short episode of South Park, Margaritaville: https://www.southparkstudios.com/episodes/9do3gw/south-park-margaritaville-season-13-ep-3

If you didn't watch it, I highly recommend it, it is extremely funny, good for a short meetup, and it is about the 2008 financial crisis.