I gave up on trying to sort my initial batch and just started replacing.
First I try to find a full discography of an artist by a solid release group (for example "PEMEDIA or “88”). With those you can just copy the entire folder into the artist directory and plex/jellyfin etc will perfectly detect it. Then just add new albums as they are released.
Postmortal_Pop@lemmy.world 2 days ago
I’m currently making the move myself and I’ve had a really easy time with soundiiz.com and YouTube-dl with a Linux GUI. Basically soundiiz takes your playlist from one service and makes an identical one on another service. You move all your jams to YouTube and rip the audio out of them with youtube-dl. Here’s a wikihow with the deets