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

It seems like my post and iTunes Original File Could Not Be Found - Apple Community are related, however running Version 1.0.1.41 of the script did not work. After changing the security permissions in PowerShell to be safe it would work, the VBS file seemed to launch fine and I followed the prompts as instructed.

However running the script put it in what appeared to be a loop, or was individually showing an error message for each individual track which appeared once every ~3 seconds. Here are the 2 error's shown on repeat:

I was only able to escape the loop by exiting from iTunes, which then showed a different error:

I can confirm that each of these non-playable tracks are referencing the album folder, not the actual track file, as the location iTunes song info shows:

C:\Users\_\Music\iTunes\iTunes Media\Music\Aimee Mann\@#%&_! Smilers

Instead of what it should be:

C:\Users\_\Music\iTunes\iTunes Media\Music\Aimee Mann\@#%&_! Smilers\05 Borrowing Time.mp3

Another file example that plays correctly, and syncs to my device correctly, references a file location of:

C:\Users\_\Music\iTunes\iTunes Media\Music\Animal Kingdom\The Looking Away\02 Get Away With It.m4a

And to confirm once more, the iTunes library as selected under system>advanced preferences is:

Per your advice on Apr-8, the current build of iTunes on this machine is v12.13.7.1, downloaded directly from Apple. Prior to that install, I had downloaded iTunes, Apple Music, and Apple Devices all from the Microsoft Store (all resulting in the same syncing problem).

Tried the new script version. Same issue as before, the script runs in a loop showing the identical error messages, this time though with a ~9 second delay between each.

I also noticed that when initially running the script, it only gives the option to run on the last playlist shown when iTunes was closed last. Should I try to select the full library song list from the left-side menu first, then run the script if I intend to let it amend the full library; or do you recommend doing only one playlist at a time?

Thanks. Your direct link to v1.0.1.42 worked, but the one from the website still shows the old version.

I ran the script on 2 playlists to test:

For the one which claimed 5 files were updated, because it does not show me which ones I cannot verify the script did its job, so I ran the script again on the much smaller 4-song playlist next.

For all these non-updated songs the same issue persists; iTunes thinks the track file is located in the correct ALBUM folder, but it needs to look one level down (into the ALBUM folder) in order to see the actual track file.

I changed the code in Visual Studio, line 151 only, and saved a new script file. Running produced varied results; most files were not updated, but some were correctly. I tried several different playlists to test and overall, the script seemed to work only 1% of the time (compared to the # of tracks it was trying to resolve). Here is the only example of a somewhat-successful run:

What's perplexing is the tracks which were successfully updated with new file locations all had the same issue as any other problem track: iTunes needs to look one level down into the album folder to find the correct file. Even more perplexing is when I validated the 6 tracks here which were updated, I noticed that none of them had ID3 tag information for album, genre, etc (shown below in green). Tracing back what it did, the script worked to create a new "unknown" album folder for each respective artist, then placed the track file in that new folder. For all other tracks that already have an existing/named album folder under each artist, the script did not work.

Version 1.0.1.42 - April 15th 2025
_
Dim MatchFirst          ' Take first match when the is more than one
Dim MoreInfo            ' More dialog boxes to reveal state of processing
Dim ArtistTitle         ' Option for alternate layout
MatchFirst=True
MoreInfo=True
ArtistTitle=True
SkipLost=False
SkipMulti=False
_

@turingtest2

Is there anyway I could compensate you for modifying this 'FindTracks' script through to completion? I think we've identified the problem clearly now but there seems to be some quirks in the code that is not not letting it 'connect the dots' between perceived file location and actual/verifiable file location. You've already been extremely gracious in providing your custom software to help fix this, and I would like to continue working on this problem to bring this to completion.

Thank you!!! This latest version is a major improvement and actually works to find the tracks as intended. I've tested on 3 different playlists, building up in track quantity, testing the script's effectiveness at different levels. There are 2 bugs I notice though:

1. On the first prompt screen I select "yes" for "process tracks automatically." However when running I am still presented with a prompt window comparing tracks and asks me to continue tracing or not. If I ever select "no" for "skip further tracing" then I no longer see the prompt windows until the script completes, but it also seems to interrupt the script processing, resulting in not all tracks being found. If I select "yes" to "continue tracing" then the script completes but I need to select "yes" for every single succeeding window. If I were to do that for my entire library then I would probably need to also set up some auto-clicker to process thousands of tracks!
2. The script seems to run fine for 95% of tracks, but any track with an artist of "Various Artists" is skipped. The actual track is still located in a file folder one level down from where it thinks it is, same as all the other tracks being processed, but for some reasons it's getting stuck with this artist label. Perhaps it's getting confused with how iTunes organizes an 'artist' versus an album's 'contributing artist?'

Here's some examples of songs which do not play in iTunes, following running this custom script:

You can see where iTunes knows where to look for the correct file location, however it still doesn't think it's been located. I can play the track just fine using VLC player or another media service so the file isn't corrupted either.

Another example would be:

The correct file location is this case would instead be: C:\Users\_\Music\iTunes\iTunes Media\Music\Nero\Welcome Reality\2808.m4a. The script should have definitely caught this example but for some reason did not make any updates.

Final example is:

iTunes is using the correct file location again, but the song still wont play within iTunes. You notice here that the metadata iTunes uses somehow got changed (I certainly did not change any track info manually), and now differs from the metadata that Windows explorer shows.