Wow… what a freak show. I finally pulled the trigger on updating my MacBook to Catalina. I was dreading this, for iTunes/Roon reasons, but went ahead because for work reasons (e.g. iPadOS Sidecar being the big driver). Other than the iTunes replacement, everything seems to be working well.
For Music… At first, I thought everything was going OK… until I started looking at some playlists (I have a ton of them). Songs are missing from a number of albums. And a large number of unidentified albums.
The albums I (manually) identified as missing songs were all tracks purchased from iTunes. So, I removed the local download, re-downloaded from the store. Still won’t import into Roon.
I think the worse thing that happened was that the Apple Music app turned “back on” the Compilation flag for a pile of albums, which created a set of “duplicate” albums in Roon (tracks split across two copies of the same album).
And so on and so forth…there’s more… but I don’t blame Roon for any of this, as my library is messed-up up in the Music app, as well, so how could Roon possibly manage a smooth update?
I have a parallel FLAC library for my collection, so I won’t lose any music, but my Roon library is completely based on my iTunes library. I guess I will delete my iTunes library and kill that dumpster fire off, once and for all.
But when I think of the time I’ve invested in my iTunes library - playlists that go back to my cassette tape days, adding Work and Movement tags, et al. And, when I think of the time I’ve spent with Roon adding tags and bookmarks, identifying albums and boxsets… I don’t know if I have the energy to start over, to be honest, with a new library.
Apple has lost my loyalty, after this episode.
[EDIT] Deleted rant at the end.