Despite Apple having already released iTunes 12.2.1 to fix some of the problems reported with Apple Music and iCloud Music Library, you may find that tracks sometimes remain stuck in a “Waiting” state, particularly if you were an iTunes Match user before subscribing to and enabling Apple Music. These tracks not only end up being unplayable in your iTunes library, but the process may in fact block the syncing of playlists and other data to iCloud Music Library, resulting in an inconsistent experience on your iOS devices and other Macs or PCs running iTunes.
In many cases this happens because the iCloud Music Library updating process in iTunes effectively stops, but the good news is that you can force an update of the iCloud Music Library. While the equivalent options for iTunes Match and Genius were previously found on the iTunes Advanced menu, in the case of iCloud Music Library, Apple has hidden this option on the File, Library menu – simply look for Update iCloud Music Library to resume the process.
Selecting this option will begin the updating process and hopefully fix at least some of your stuck tracks, but in our experience it can sometimes take a few attempts before they all get cleared up. If this doesn’t work, other tricks you can try are disabling iCloud Music Library entirely from your iTunes Preferences, and then reloading iTunes and re-enabling it, or signing out of your iTunes Store account, restarting iTunes, and then signing back in. Unfortunately, none of these solutions seem to work in all cases – clearly there are still some bugs in the underlying iCloud Music Library system – but they’ve helped in some cases and are definitely worth a try if you’re having problems.