I've gone completely digital in my collection and store this as named and tagged files in a folder, backed up in the usual way.

I don't listen to the collection directly, I use the Mixx dj software to create "mixtape" files which are what I play on a phone or at home. I name the mix files by date and genre and just copy a bunch around as needed. Sometimes it's just a whole album played through, sometimes I actually giving mixing tracks a go where appropriate. It's fun, they work offline, but it takes a bunch of time. I consider it a hobby, but it's generally time spent listening rather than noodling with software so there's that.