Cloud music library update stuck - new imported music won't sync all of a sudden

@josh156: As mentioned in the "Can't upload songs to library for iTunes matching" discussion, I'm running the latest possible macOS and Apple Music on my early 2013 MacBook Pro (i.e., Catalina Version 10.15.7 with Music Version 1.0.6.10). Like I said there, I'm having the same problem. My Library consists of 12,999 tracks mostly in the Apple Lossless format. My current problem involves a classical CD with 12 tracks. I found the tracks in the iTunes Store so, in theory, all should have been matched. After a considerable delay, 7 were matched but the remaining 5 have defied all my efforts to get it to work. Over 24 hours ago, I just left the process running and ended up with "An error occurred". Here is a screenshot of the relevant part of the Activity window:

At least this gives me something to use when I try to move this further up the support chain tomorrow.

Hi Josh,

Just be aware that music that Matched once might not again because music gets withdrawn from the store or re-licensed and removed. Also, new versions get used to replace originals (for example remastered versions) that don't Match successfully. I must say though, I've often felt Matching was a bit arbitrary - I wish there was a way to repeat the process for something that had uploaded - although right now that's asking for a bit much!

Although this is about Spotify, this article describes how transient the content of Stream and Store services can be: https://www.soultracks.com/opinion-spotify-ghosting

Well.. I didn't find any solution but at least I don't feel alone again.. same problem here for about 10 days now... I even try to delete completely itunes and re-install the library but nothing help.

I'm on last itunes version and windows 10.

I'm following the thread.

Same problem for me, iTunes Match user since the start, about 20,000 songs in iCloud Music Library. Never had this issue before.

I write here out of solidarity with other users who complain about the problem, and to follow the thread hoping for further developments.

Again, same issue with Apple music library updates taking hours to match or upload files. I’ve 89,000 tracks, so a large library for Match, but I’ve never experienced the update process taking so long, appearing to hang, then leaving tracks ‘waiting’. This started about a fortnight ago.

I’d like to remind Apple this is a subscription service, a contract exists that recently they are failing to fulfil.

It has increasingly become Apple’s tactic to ignore, if not openly deny, issues such as this in their operating system and, in my experience, particularly in regard to Apple Music - starting with the introduction of Catalina.

I’m now reconsidering the efficacy of Apple Match as a means of syncing my library across devices - and, to be honest, I’m thoroughly disillusioned with Apple generally. After 20 years, I think it’s time I started seeing other operating systems.

Since my last post on 8/2, I've gone from 7 of 13 track completing to 12 of 13. I contacted Apple support through the 'Support' iOS app and linked to this thread. I was giving the following information:

"As this is already escalated to the senior team they are working on this , if you want I can connect you with my senior team they will let you know the progress of the escalation."

They scheduled a callback with me from the team working the issue. I'll post my updates after that call.

Also after updating to macOS 11.5.1 which has a fix for a music related bug, my Cloud Music Library is still not working as usual. The syncing will not complete, gets stuck. I already tried all remedies, and hoped the macOS update would help, but still the newest album I added won't get uploaded fully, some songs remain greyed out (when I look on my iOS devices) and the music app is stuck on "updating the library".

I have a stand-alone iTunes Match subscription. As I understand it if you have purchased digital Apple music then there's no limit to how much you can store in the Cloud library - I assume they cross-check your account purchases rather than there being any kind of flag on the file itself. If you load anything else then it will count towards the limit. As I mentioned in another post, I have a Sony NW-ZX 300 Music player that I keep in sync with the Music folder on my Mac SSD, so I can live without syncing to my iPhone or iPad (and I also have a Synology NAS that syncs with the same folder so in fact I can access the music on pretty much any device that's to hand). Multiple redundancy across multiple platforms is always good *but doesn't stop me being hacked off with Apple)...

After leaving it overnight, and having only a couple of new songs sync, I went down the Apple Support rabbit hole, and eventually got a phone call from "Maria" who I shared screen with and the only thing we tried that was new was signing out of Apple Music and back in again (to see if there was an incomplete EULA that was hanging things up -- there wasn't, but I wasn't expecting it to be that since it's technically working, just really, really slowly). She did say that there were cases that had been escalated to them, and she sent me an email link to use to escalate it further if things didn't improve in a couple of hours.

Watch this space for updates.

I was having no noticeable trouble as recently as a couple of weeks ago -- just about the time I got my new MacBook (7/19 or 20). I had 5 CDs worth of music that I ripped on my old MacBook (a mid-2012 running Catalina) that synced without a problem, plus another CD that I ripped directly on my new 2020 M1 model. That also synced without difficulty.

Fast forward to yesterday (8/7) and my two most recent CDs are still trying to sync over 24 hours later. So far it's managed to match 10 of 25 tracks (one of them since I was on the phone with Apple Support). Six of them matched yesterday, another 3 overnight, and one since I started banging on it this morning.

This one may take a while to sort out I fear.

I absolutely agree it's nothing to do with the Apple Music app. Like you say, it's been happening with both Mac and PC users. It's also been happening regardless of OS version and the age/type of the hardware involved. The problem seems to lie with the hardware/software Apple uses to run the service.

Also agree it will likely take a while before this is fixed. In the meantime, there's not much doubt that Apple is aware of the problem so I'm just going to sit back with a cold one and wait!

I'm having the same issue and was thinking the same thing; I've tried just about everything and haven't seen any improvement! Have you had any luck with this issue in the past few days?

I have been having the exact same problem all of a sudden. Left on overnight and some songs have uploaded but others have been waiting for 3 days now. Anyone know what’s going on?