I have some music purchased with an old Apple ID. I can't log in to that old Apple ID. I can't play that music in current macOS versions.
However, my Mac Pro 2008 has all 14 macOS versions from 10.4 to 12 and each one has its own iTunes library from that time period so I can play those old songs while booted into those old macOS versions. Each library points to the same folders that contain all the music.
It would be nice if Apple had the ability to merge old Apple IDs into a current Apple ID and let you re-download those old purchases using the new Apple ID.
If I can still play those songs by booting into an old macOS installation, can I remove the DRM so the songs can be played in my current macOS installation?