Apple Music on Windows is only syncing my purchased songs, not my entire library

I just started using Apple Music on Windows 11, transferring over from iTunes. When attempting to sync my music library for the first time using Apple Devices, only songs which I've purchases through the iTunes Store seem to be transferring over to my iPhone (exactly 138 out of 6341 songs). I have made sure all checkbox's and sync settings are correctly selected, and ensured there is adequate SSD space on my phone device, however this changes nothing and the problem persists.


Interestingly I notice that certain settings, [manually manage music, movies and TV shows] and [sync music onto (device)], become unchecked after I select to apply settings and re-sync the device. I can go back and re-check these settings, either individually or simultaneously, and every time without fail, these are automatically unselected again following a device sync and my music is not correctly mirrored.


Is there a phone settings conflict which is causing this, or security permissions? How can I get my music to sync properly?



[Re-Titled by Moderator]



iPhone 14 Pro, iOS 18

Posted on Mar 14, 2025 03:17 PM

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36 replies

May 27, 2025 07:39 AM in response to Stratiegery01

Hi,


Sorry for the delay in getting back to this. I've written a new script called PathsToCSV that will list the paths to all of the music files in your media folder along with their sizes so I can compare this with data in your library. Would you mind running it and then sending me the output file (placed in your media folder) along with a current copy of your iTunes Library.itl file? Hopefully that will give me enough information to work out where FindTracks is going wrong.


tt2

May 31, 2025 11:03 AM in response to turingtest2

Hi there,


Thanks for sending over those files. Really helpful. Sorry it has taken me a few days to come back to you.


I picked a few albums in your collection that I also have in mine, converted files to the same format as yours, massaged the filenames to match yours, e.g. mostly no leading track numbers, and set the folders out in the same layout. Took a little while to reverse engineer the intent of some of the blocks of code that I haven't touched in ages, but I've got things to the point where it should reliably search the already known folder (as per your oddly broken tracks) and select the correct file from within it, particularly if the found file matches the size of the original. My test files weren't the correct size, but could be made to match and would do so in a batch without confirmation if needed. I'm sure there is more that can be done to make it better, but I think there should be some progress at least this time. Please let me know how you get on, and share examples of any specific tracks that don't get relinked. The Japanese(?) characters on the Cowbow Bebop album may present at issue, and any unnamed tracks are obvious potential points of failure, but hopefully those won't be too hard to mop up once the bulk are fixed.


tt2

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Apple Music on Windows is only syncing my purchased songs, not my entire library

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