I am an Apple Music subscriber, and run with iCloud Music library turned on. I have had this happen before, it has popped up again -- after working fine as late as this morning, today I added a new ripped CD into iTunes, created 3 playlists out of it, saw it uploaded to iCloud. Saw it on my iPhone 8 fine. But on my iPad Pro 10.5, no playlist - even after a hard reset and several hours. So I made the mistake of turning iCloud Music library off and on again, as Googling recommended that. Now, For several hours and many times, I have gotten the message "iCloud Music Library cannot be enabled". I have tried everything I can think of: - hard reset - log out of iCloud and back in (with liberal restarts) - turn off Apple Show Music - plug into iTunes on my Mac and try - keep just turning it back on after it toggles off after acknowledging the error - check Apple System Status (fine) It seems many get this error from time to time, I doubt anyone has some help but just in case, help! I sure wish Apple would fix this!