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Helpful answers
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Aug 29, 2016 8:16 AM in response to Amalia.pby zinacef,I believe the only way to sync them successfully is to turn on iCloud Music -- Use your Apple Music membership to get your music on all of your devices - Apple Support
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Aug 29, 2016 11:35 AM in response to Amalia.pby Eric Root,You can try turning off Apple Music. Generally speaking, you can't sync via the cloud and directly from iTunes at the same time.