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Can't upload songs to library for iTunes matching

I can't upload any songs to my library for matching at Itunes match.

Uploading song has status - trying to match at Itunes Store.

And this status isn't changing at all.

Changing accounts, using other wifi networks - nothing helps.

The Problem began at Thursday. Before that day everything was OK.

Oh - and there is NO problem with downloading already matched songs.



[Re-Titled by Moderator]

Posted on Jul 18, 2021 12:24 PM

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Question marked as Top-ranking reply

Posted on Jul 25, 2021 7:35 AM

Well, I wanted to waste two hours of my life and I sure did by trying to contact Apple support regarding the issue. They made me try the typical things of log out / log on, uncheck iCloud Music Library and recheck. I even did an uninstall and reinstall of iTunes since a service agent found a communities post saying this fixed the issue back in 2019. Nothing helped as we knew it wouldn't. Almost like they couldn't comprehend that Apple might have an issue with their service. (But the iTunes Service status is Green on the website? lol) I tested loading an album into iCloud (an album previously already matched that I had downloaded and was fixing meta data prior to re-importing into iTunes Match) and 6 out of 18 matched but looks like the process timed out and 12 are now in the "Waiting" iCloud Status. Only thing I can do is either delete them from the library or select File -> Library -> Update iCloud Music Library and hope more match or upload. So far not making much progress as the Library Update usually times out with no progress after 30 minutes. My recommendation would be to not mess around on your side and we just have to wait this one out. Maybe more tickets open will get supports attention.



[Edited by Moderator]


366 replies

Jul 29, 2021 1:21 AM in response to orbitalnuke

I too was told to disconnect my VPN (I’m on a Windows machine) which I removed. It started to upload files after a restart but then got stuck on ‘uploading remaining songs and artwork’ - infinite loop again! I restarted the machine (sans VPN!) and lo and behold! Still stuck on ‘Matching your music…’ so doesn’t look like the VPN workaround works on Windows machines! Hope they sort this out or they’ll need to make a 1TB iPod!!!!

Jul 29, 2021 1:29 AM in response to Cruzer Chris

@Cruzer I had no VPN issues on my MacOS 11.5 but still had the Match problem. I tried both with VPN enabled and disabled. Its only after I deleted the profile it got all matched instantly. Adviser was on the phone with me at the moment, maybe he changed something in my iCloud account just by clicking around, sorry guys if this didn't work for you.

Jul 29, 2021 6:43 AM in response to briareos

You got me thinking when you said DNS. Reminds me of an old Zune issue which was resolved once when they had issues by changing your DNS to another provider and then the device would sync to the marketplace.


But still, all these workarounds we're doing should not be the solution. I had a machine which I hadn't turned on in a couple of weeks and it still couldn't connect. It was connecting fine before that 2 week window.. but not now.


And even on the Mac which is just a week old over here, I'm still having issues with it... and a clean install of Windows 10 with no VPN profiles or anything...


It's really an Apple issue and I don't want to blow away my entire library to fix it either. Spent a long time setting up those playlists... got a high level of songs that are Matched by cleaning up the library and redoing songs I had which ripped badly... seems like just a bug they introduced in the last few weeks they can fix.


Jul 29, 2021 7:39 AM in response to BruceDavies

So before the call with adviser I did some digging in macos. Music app logs: "log show --predicate 'processImagePath CONTAINS[c] "Music"' --last 2m" in command line. App connects and in few seconds connection get reset by remote server. Same picture in Wireshark - remote server sends RST or FIN packets short after session start.


I told all that to adviser, thats why he asked me to delete VPN profile, I think. He said it gets messed up on OS updates or something similar. Btw, I tested it again. Installed VPN.mobileconfig profile, connected VPN, added an album - no dice. Disconnected VPN - no dice. Removed profile - no dice (!). Restarted macbook - instant match all songs. So its def networking something.

Jul 29, 2021 7:53 AM in response to orbitalnuke

It almost seems scattershot as to when you get a response or not (like the rest of us). When my PC matched 2 songs, it did it right away.. every connection after that all failed. If I sat there trying all day, it might get another song in...


Still, Apple doesn't seem to acknowledge the issue yet. So far I've seen two tech web sites reporting it as a problem. Nothing like ZDNet or something, yet.

Jul 29, 2021 9:41 AM in response to daelin73

Success! Last night, I ran the Update Cloud Library process not really expecting it to work. When I checked this morning, my 5 remaining unmatched tracks were finally showing as matched. I’m thinking this was just random success and have no idea how long it took to work.  I’ll try again after importing a different CD to see if this is repeatable and post the results here.


As others have suggested, the VPN discussion is likely a red herring. I didn’t do anything to shake things up in that regard.

Jul 29, 2021 9:59 AM in response to daelin73

Ok, here’s some more strange behaviour:


…read an old post somewhere about downloading a purchased tune that was not held locally resolving some past ‘sync’ issues (not specifically the one we’re all currently complaining about)…


So I know I’ve deleted some purchased tracks because I’d since bought the CD and wanted to RIP @ ALAC quality… so went into iTunes Store/Purchased/Not In My Library and re-downloaded a few tracks…


They show in my Library (as iCloud Status: Waiting - never paid much attention previously, but why ‘waiting’ when iTunes downloaded this as a previous purchase?).


These re-downloaded songs are local on my MBP (used ‘show in finder’).


Also very surprised to see two of the purchased songs showing as ‘128 kbps’ rather than the standard 256 kbps that’s standard with iTunes Store purchases (2 other past purchases re-downloaded came in as 256kbps).


The 128kbps files show as kind: ‘Protected AAC audio file’ and have a blue dotted cloud icon (I thought we got Purchased rather than Protected when Apple removed DRM for music?). The 256 Kbps files show as ‘Purchased AAC audio file’; while also showing ‘Waiting’ these don’t have the blue dotted icon.


From my perspective, it looks like the iTunes Store catalogue is very screwy! IF that is widespread, then no wonder Match is struggling.


While I did all this, I’d already set another Library sync in progress (no positive outcome of course). I then cancelled and restarted the library sync. Two of the re-downloaded songs I’d managed to download twice (was that my fault, or something iTunes shouldn’t have allowed to happen?). On the attempted resync, nothing had changed in terms of waiting, except one of the duplicate pairs (not both) changed one of the songs from Waiting to Duplicate and from Protected to ‘MPEG-4 audio file’ - none of this is consistent or logical, IMO.


Anyway, while the exercise demonstrated that it’s still possible to download through iTunes (though can’t speak for new purchases, only re-downloading previous purchases), it hasn’t resolved the Match issue.

Jul 29, 2021 11:26 AM in response to Pittboy

Reiterating same issue here that started at the same time as noted. It would be good to get some sort of confirmation that this is being escalated within Apple. I got nervous with the words "Matching your music with songs in the iTunes Store" in the Activity window, because I have a LOT of music in my Library that isn't available in the iTunes Store, including a recently released import CD I had just imported into iTunes (that isn't available for playback in iTunes thru iCloud because of this issue). And contributing to that nervousness is the fact that I can see the album and song titles on my mobile device, but they are grayed-out (for the import CD that isn't available in Apple Music / the iTunes store) and therefore aren't playable.

Jul 29, 2021 11:28 AM in response to Cruzer Chris

I just had success with importing and matching a different CD. It took about 1½ hours which is not unusual. I've always thought the time it takes for me to get a match is longer in my case because my music is fairly obscure (in this case 21 tracks of Beethoven songs).


The strange thing is that they still showed as waiting after the process completed. Usually this changes to "matched" by running the cursor over the list to shake up the display but not this time. Anyway, I quit music and then reopened it. When "Loading Cloud Music Library..." finished, all 21 tracks were showing as matched.


Perhaps Apple are having some success in restoring the iTunes Match service. We'll just have to wait to be sure.

Jul 29, 2021 11:34 AM in response to Cruzer Chris

I doubt Apple will investigate this as they seem more focussed on the streaming services rather than anything involving the ‘old-fashioned’ way of downloading/uploading songs.


I wouldn’t be surprised if this is used as an excuse to support the discontinuation of the iTunes Match service due to continual issues with it!! I hope to God I’m wrong but these big tech companies find it easier to remove the service rather than repair it!!!


Can't upload songs to library for iTunes matching

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