I used to keep a lot of movies on a HD, most that I'd ripped myself from legally acquired DVDs. At a certain point I decided to write a list of those movies, shove it in a document on Dropbox and delete the files, freeing up about 2TB.

There were only a couple of exceptions. Very very old movies that I thought I might have trouble sourcing again if I ever wanted to watch them.

I was carrying those movies around for no particularly good reason. I wasn't likely to watch them again, and if I did there was a pretty good chance that they were already on X streaming service.