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Cannot play uploaded music on iPhone or Apple Music songs in playlists

I have media that I own (cd or purchased digitally) that I've uploaded to iTunes. Some are pretty rare (i.e. Greek byzantine chanting). I can play them in iTunes on my PC. However, I'm not able to play them on my iPhone or other devices. I've synced my music library.


I also have issues with some music that I can play directly from iTunes, but will not play if added to a play list. For example, I can play "Jam à Beaumont" directly form Apple Music, but it will not play in my added play list. I also have the same song downloaded and added to my iTunes library from my CD but can not play it on my iPhone.


Am I missing something?


Thanks for any help in advance.

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