Last year I had the stupid idea to subscribe to Apple Music, to be able to play some of these songs online I had to turn on I Cloud Music Library. Little did I know that from this point onward it would be a NIGHTMARE to sync any music I have on iTunes which is not available on Apple Music.
By pure chance I have been able to sync some playlists I created with music from my iTunes Library, but I just cannot repeat this process. Basically it is very random sometimes I update these playlist and the music flows to my iPad and other times it does not.
I have been looking through this (and external forums). Please help!!!!
I have the latest version of iTunes 12.3.