EDIT: As one user pointed out, this is not about Apple Music the streaming platform, this is about basically itunes but itunes no longer technically exists as an application.

So a little background: my father just died and a big part of his life was listening to music, for most of his life he's been building themed compilations of songs he liked using whatever medium was available, magnetic reel tapes in the '60s and '70s, then cassette tapes, then CDs, and of course playlists for the last 20 or so years. Now my mother and I would like to back up and save a lot of that work as those compilations have a lot of sentimental value and are pretty unique. There's lots of old obscure rhythm and blues and soul songs that you aren't really going to come across anywhere else. However, it's pretty much all locked into Apple Music, which isn't really a problem in the here and now, because we all have tended to use macs since my mother adopted them in the '80s or '90s. However, we don't really want that data just locked into a private ecosystem that has been getting more and more restricted and where we have less and less control.

So I'm looking for a way to keep those playlists intact and export them out of Apple Music in a playable format and into a less locked in system to then back them up. Most of the music should be DRM free as a lot of it would have been taken off of CDs probably as MP3 files, though a lot of that would've happened 15+ years ago.

Does anyone have any ideas about the best way to do that? I seem to be able to manually export each one into a .txt file but of course it's not really playable sound files. My tech skills are pretty limited, I have about an average amount of knowledge or even slightly more for someone my age (30s) who grew up around computers and the internet but I grew up after it necessary to have basic coding skills to use computers so my experience doing even basic coding or running scripts is pretty much nil. Any ideas would be appreciated.

Edit: it’s version 1.0.6.10

I am using Windows 10.

That is perhaps a silly question to ask, but I did not find an answer.

Suppose that I have a playlist with 100 videos on VLC or some other video player. I wish for it to play all the one hundred files in random order, with the exception that any video that was already played (or, possibly, played to completion) will be excluded, and will not be played again. A video not played to completion would resume from where it stopped.

This should be persistent, so the next time I fire up the playlist it starts from where I left it and also remembers the videos that were already played and should be skipped. Ideally, upon completion of the playlist, I should be able to learn that it was complete, so I could get new videos/episodes of whatever shows I am shuffling.

Thanks!

EDIT: I understand I can actually pre-shuffle the playlist to get something very similar to what I am asking. However, I would rather not know what is coming next. Like it used to be when I watched TV back in the day. Thanks! ;)