Hey @mikem32,
There were some changes in a recent iTunes update that seem to be causing issues for our iTunes syncing feature. We already have a fix, and it will be released with our upcoming 1.1 release.
Sorry for the trouble here. Can you try restarting Roon and seeing if things get “un-stuck”?
If that doesn’t work, you may want to add the folder where your music is stored as a watched folder. This won’t sync your iTunes playlists, so if iTunes syncing is important for you, you’ll want to avoid making lots of edits or playlists in Roon for now.
Sorry for the trouble here - we’re working to get 1.1 live as soon as possible! Let me know if anything is unclear @mikem32.