Apple Music songs from Amazon are corrupted and not playing

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Level 1

4 points

Apple Music songs from Amazon are corrupted and not playing

Ever since I switched from Itunes to Apple Music, I have issues with songs being corrupted and not playing. Often, it will be the same few songs that continue to get corrupted. Most of these are songs that I have recently purchased from Amazon. It gets really frustrating when you download a new song, and then have to spend hours, re-downloading songs that you already have, but for some reason get corrupted. When I go to upload the latest music on my devices, I will receive a notice that says, "Some songs were not uploaded, because they could not be found". Any solutions would be helpful. I do have the latest versions of Apple for my devices.

Posted on Nov 20, 2025 1:28 PM

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Answer 1

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Phil0124

Level 10

216,692 points

Nov 21, 2025 8:16 AM in response to bodyguard_29

bodyguard_29 wrote:

After I purchase the songs from Amazon, I click on "Download" and they automatically go into my Apple Music.

Hmm, no, this normally does not happen. Are you downloading from the Amazon website? Or through some app?

Normally downloads from the Amazon website would be saved to the Downloads folder or some location you determine. From there something would have to happen to move them into Apple Music. Are you maybe downloading them into the "Automatically Add to Music" folder?

Or dragging them onto Apple Music after being downloaded?

There has to be a step between the download and the adding to Apple Music app.

To upload to my devices, I use the Apple Devices app, which then pulls the songs from Apple Music. I am assuming that you are asking if I have the Apple Devices app to auto sync and the answer is Yes. It is a PC, not a Mac.

Yrs, the Devices App will sync whatever is in the Music Library, but if the Apple Music app can't find the file, then the Devices App can't sync it.

Can you give me more information on what you mean by Organized and the steps to ensure that everything is set to do that correctly. That could be the issue, but I am not familiar with the Organized process.

Apple Music can automatically Organize your library to keep everything in a single media folder. If this is not checked the actual song file is not moved into the media folder, and as such is susceptible to being deleted from wherever it's downloaded to, at which point the Apple Music app would no longer be able to find it.

The option is in the Apple Music App in Settings in the ... dot menu, then in Settings and then Files, "Keep Media Folder Organized"

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Answer 2

Phil0124

Level 10

216,692 points

Nov 20, 2025 1:44 PM in response to bodyguard_29

How are you adding these songs to the Apple Music app exactly?

How are you then uploading them to your devices?

Do you have your library set to automatically be organized?

Assuming this is happening on a computer, sounds like you are copying the songs into the Music app, but the library is not organized, so the song files aren't actually Imported and if you then delete them from wherever they are located, the Music app would be unable to find them later.

Is this happening on Windows or Mac?

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Answer 3

bodyguard_29 Author

Level 1

4 points

Nov 20, 2025 2:38 PM in response to Phil0124

After I purchase the songs from Amazon, I click on "Download" and they automatically go into my Apple Music. To upload to my devices, I use the Apple Devices app, which then pulls the songs from Apple Music. I am assuming that you are asking if I have the Apple Devices app to auto sync and the answer is Yes. It is a PC, not a Mac.

Can you give me more information on what you mean by Organized and the steps to ensure that everything is set to do that correctly. That could be the issue, but I am not familiar with the Organized process.

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Answer 4

bodyguard_29 Author

Level 1

4 points

Nov 21, 2025 12:29 PM in response to Phil0124

When I purchase the song from Amazon, I click download from the Amazon site, then they go into my downloads in Microsoft Edge. When I click "Open File" from the Microsoft Edge downloads, they automatically go into the Apple Music app. This was the exact same process I used to do when I was using the older ITunes app, which was more reliable than the new Apple Music app.

Apple Music will find the songs, but for some odd reason, there is always one or two songs that it will say it can't find. Usually, those are not the same songs as what I just purchased from Amazon. Yesterday, I literally clicked on all 1300 songs that I have in Apple Music, and there were about a dozen songs that would not play. The Apple Music player would automatically start playing the next song. I would re-install the songs, and they would play, but when I went to load onto my IPod (yes I am old school that way), it would tell me that a song couldn't be found, so I would re-install that song, and attempt to update the IPod again. This time, it would tell me a different song couldn't be found. I did this for well over an hour, because it would constantly say that a different song couldn't be found.

I did go into settings and found out that the Organized option was already selected as on.

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