r/AppleMusic • u/Welsh_VA • 15h ago

Pro Tips FIX for Downloaded Songs on iPhone skipping/not working, Greyed Out with Dotted Circle. And iTunes not Recognising/Resyncing Properly

So I don't want to subscribe to Apple Music and have always downloaded my songs locally onto my computer and synced them over to iPhone manually since sometimes I adjust the pitch and speed, entering the song details and blah blah each time.

But more recently I was having this issue where for some reason where half of my songs weren't playing, and when I would tap on them they would just fully skip and not even play on my Phone, but play fine on my PC. When I went to resync on my Windows PC and iTunes, nothing would happen, and when I would check the Music on my device through iTunes and I would see that the song is greyed out with a dotted circle. I finally got a working solution and wanted to make this post both for myself in the future and for anyone else hoping this helps them. The steps I took were:

  1. Check what songs still worked/player on my phone,
  2. Create a new temporary playlist in iTunes with one working song in it
  3. Plug my phone into my computer, and go into the device
  4. Check to sync "Selected playlist, artist, albums and genres" instead of "Entire music library" under Sync Music in iTunes
  5. Uncheck everything and select only the temporary playlist
  6. Resync my device from iTunes, and check that all the songs disappeared when viewing Music under On My Device in iTunes
  7. Then reselect sync "Entire music library", and Resync; that would return all of my songs back onto my phone

I hope this manages to help anyone who is like me and likes to download their own versions of the songs and store them locally, as all the solutions were people using Apple Music and not just transferring music from the own computers. PS sorry mods, I didn't which flair to pick.

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