Sneakers is the OG hacker film. If you haven’t seen it, it’s an absolute must. It’s a computer-driven heist film from the 90’s and even though the tech aged, the movie holds up beautifully.
Believe it or not, I’m gonna recommend Solo: A Star Wars Story. It is, at its heart, a sci-fi heist flick.
solo was great, shame its release was sandwiched between like 3 of the biggest movies ever and they canned the star wars story movies because of its poor sales
Not movies (sorry!) but there's a podcast called darknet diaries that has a lot of good cyber crimes, penetration testing, and even a few bank heists. Some are a little more techy but they do i decent job explaining things
Bad Boys , not the Will Smith one but the earlier unrelated movie with Sean Penn. Really good action and some really wild fight scenes involving full cans of soda
'Snatch' and 'Lock Stock & Two Smoking Barrels' are two of my favourite gangster/heist movies, both by Guy Ritchie.
'Brawl In Cell Block 99' is a surprisingly good and quite violent prison movie starring Vince Vaughn. A far less violent prison movie I quite like is 'The Green Mile".
"Gangs of New York" is definitely worth a watch if you've not seen it.
There are also of course the classic heists like 'Italian Job' and 'Ocean's [number]'. 'Catch me If You Can' isn't a heist movie per se but it involves a lot of stealing and subterfuge.
I know there are so many more I can't currently think of but hopefully these few suggestions help to occupy your week off, enjoy!
Das Experiment is probably the best prison film I've seen. It's roughly based on a true story about a psychological experiment set in a prison that goes horribly wrong. I think there was an English adaptation as well but I can't speak to it.