Music - random songs won't transfer to iPhone 11

Music 1.2.5.7 won't transfer random AAC files to my iPhone 11. There doesn't seem to be any rhyme or reason to it. I drag them from a playlist to the phone, and it just doesn't work. These are files from my cd collection, created with Apple's software. Anyone know why?

iMac 27″, macOS 12.6

Posted on Dec 18, 2022 10:49 AM

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Posted on Dec 20, 2022 12:44 PM

So I figured this out and it is the chintziest thing ever. The iPhone won't accept random tracks if they are dragged from a *playlist opened in a new window to the open iPhone screen*. I opened playlists in new windows just to make it a shorter drag to a larger window. Nothing gets blocked if dragged up to the closed iPhone icon on the left from elsewhere. So the issue was the method of dragging. Insert facepalm emoji.


It still doesn't explain why it affected random music tracks.

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Question marked as Top-ranking reply

Dec 20, 2022 12:44 PM in response to pshawjonny

So I figured this out and it is the chintziest thing ever. The iPhone won't accept random tracks if they are dragged from a *playlist opened in a new window to the open iPhone screen*. I opened playlists in new windows just to make it a shorter drag to a larger window. Nothing gets blocked if dragged up to the closed iPhone icon on the left from elsewhere. So the issue was the method of dragging. Insert facepalm emoji.


It still doesn't explain why it affected random music tracks.

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Music - random songs won't transfer to iPhone 11

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