I have a handful of "regulars" that I watch repeatedly. Most of them are at the point now that I've seen them so many times that they can work as "background noise" when I'm coding or doing something else. IOW, I can turn the volume down fairly low and it serves a purpose, but I'm so familiar with the story already that I'm not likely to get drawn into actually paying attention to the movie (as opposed to whatever I'm working on) unless I'm at a point where I need a break anyway.

Some of the ones that are on that list for me:

The Matrix

The Matrix Resurrections

The Social Network

Inception

Sneakers

Hackers

Antitrust

Rad

Tron: Legacy

Vision Quest

Rocky (really the entire Rocky franchise)

The Karate Kid

Kickboxer

Bloodsport

Hard To Kill

Above The Law