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Some of my favourite rewatchables are:
Margin Call, The Big Short, The Wolf of Wallstreet, Nobody, Moneyball, The gentlemen, Layercake, Heat, The Running Man, Roadhouse.
BTW, if you've not heard of it, The Rewatchables is a great podcast where a group of guys talk about and critic movies they consider rewatchables. If you're interested, listen to episode 1. The list of shows would be a pretty good answer to your question but this list is off the top of my head.
For the sake of those unfamiliar with the title's of those films, could you comma separate please?
Sorry about that. I'd intented it to be a list. Added commas now. Thanks
Margin
Call The Big, Short The Wolf
of Wallstreet, Nobody
Moneyball: The gentlemen
Layercake Heat
The Running Man Roadhouse
Dude I've never heard of any of these films