Can't upload songs to library for iTunes matching

I had a good conversation with an Apple support person yesterday morning but no solution yet. She has kicked it up to their engineers. I have found that by quitting Update Cloud Library every 30 mins or so and restarting it, I get one or two songs each time. Not terribly helpful but at least I'm getting there.

Same here for the past 10 days or so. I've managed to upload 3-4 songs in the past week by constantly signing in and out of the Music app on my 2017 iMac running Catalina. Have tried uploading via my M1 MacBook running the latest version of Big Sur and the issue remains the same so its definitely not hardware related. I've been a iTunes match subscriber since its inception and have never had any issues before. Looks like Apple are up to their old tricks of forcing us to "upgrade" us to Apple Music.

From various posts in this discussion, it's definitely not related to the client side of things. Also, as I recall, it's the match service in general including those using it as part of a full Apple Music subscription so no "tricks" involved. I was successful get a newly ripped CD to match about two days ago and tried another CD (19 tracks of Beethoven songs) yesterday. I just left the Update Cloud Library command running kept checking back on progress every now and then. 6 were matched after about 3hrs; a total of 9 after about 5 hrs; a total of 17 after about 8hrs; a total of 18 after about 10hrs; and, when I checked back after 11hrs it was all done.

Overall, then, it's barely working. Plus, I am now having problems with my iCloud Drive and Apple Photos. No doubt these were caused by earlier efforts to fix this prompted by Apple support and the idea that there must be a problem at my end. A big mistake!

Somewhat working now for me, but excruciatingly slow.

I had 5 new songs added to my Music app library that I had been trying to sync to my iPhone, since Monday the 26th.

Last night at around 8pm, I tried 'Update Cloud Library' for the umpteenth time, and 3 songs had finally 'Matched' or 'Uploaded' by 11pm. I left it continuing, as I went to sleep, and the remaining 2 finally synced.

1 song was region locked when I tried to play it on my phone this morning, so I deleted it on my mac and re-added it. Took about 5 minutes to sync and remove the region lock. Too slow!

Brand new Mac, started with tunes match on Wednesday. Never got it to work. Called Apple yesterday and they had me delete a backup of my iPhone that they insisted was clogging my cloud space. Still doesn’t work. Case 101449554857 in the US.

Sadly, even front line support reps with more experience often come up with totally inappropriate "solutions". It also seems they are probably being kept in the dark and not being given the tools and/or proper resources to help users work through problems like this. My feeling is that Apple provides better support for it's products than most other consumer technology brands but it's nowhere near as good as it used to be. Just a lament based on memories of the days not that long ago when an appointment with the Genius Bar guy at the local Apple Store was almost guaranteed to produce a good outcome.

Yeah, probably best not to erase your device when customer support says it's a solution. Again, they're still not understanding this is on their side.

This is a server side issue (i.e. Apple's issue). Anything you try on your device if it does work will just be a coincidence.... probably.

They're just guessing as to what the problem is (the CSR reps). They don't know..... at least I haven't heard many people on these threads say that they have.

Fortunately I had backed everything up to my Mac so I’m not that upset about it but it solved nothing. This guy was a tier 2 IT guy too. The 7th person I talked to in 2 hours after being transferred constantly.

I’ve had problem for almost a week. Taken to tidying my U tub music (all upload there no prob). Looks like have to use other services as iTunes not working.

Apple are gonna loose so many customers over this issue

The conspiracy theorist in me tells me they’re doing this on purpose to bleed off Match members into Apple Music. Those of us who haven’t left just might be money losers for them. I used to download Howard Stern Shows and split the MP3s into like 30 min segments and upload those to match. At one point I had terabytes and terabytes of stuff that would never possibly match with iTunes Store music. Maybe the hosting needs of the remaining Match members are netting then very little if no money in revenue and they want to kill off the service but they don’t want the backlash from the community. If I wanted to do that I’d cripple the service so bad that it doesn’t work for people anymore.

I know that another month or so of this id probably jump off to Apple Music. Lossless is compelling and we can’t do lossless with match….

Apple chat support was as helpful as they could be in their limited way. We opened a case and escalated to a senior advisor who called me. I received the call but the gentleman told me there is NO path for issues brought up by customers to reach the engineers who could actually fix a bug that is in the software that runs the Apple servers that support the iCloud Music Library. The ONLY path that his department, including senior advisors, can use is to engineers who work on the software that customers use on their own computers and devices. He also said he wasn't a manager and there was no way for a customer to contact a manager. So I suppose we need to wait until there is enough bad press on Twitter or online publications before Apple fixes this bug. Or perhaps when enough engineers who work on the server software have this problem on their own personal devices and realize it's a server-side bug they should go in to work and fix. How sad to have a support system that is purposefully set up to ignore customers. He said I might try the Apple feedback site; he said MAYBE that gets thru to the server-side engineers. So, I'm sorry folks … it's just wait and see now.

I hope that’s not what they’re doing either. At the same time I wouldn’t put it past them.

there’s no chance their infrastructure team isn’t aware of this at this point and no one from Apple is even acknowledging there’s a problem best I can tell.

I don't even think it shows as resolved because it wasn't ever marked as a problem. All the times I checked, iTunes Match was always green... almost like they just don't care to fix what they broke. Too bad because iTunes Match is great in that whatever you load in gets updated to hi-res audio if matched. Unfortunately, that file is then encrypted and you can't decrypt it (yet) ....

Some part of me leaves open the hope that they're in the middle of upgrading it somehow. But yes, I agree... it's better than it was but turnaround is slow. Earlier, I uploaded 20 songs... As time goes on, it matches one or two here and there... now, I'm down to 3... after 24 hours.

After a week and trying everything that has been previously mentioned in this string, in the last two days of trying to Match 28 songs that have been removed and reloaded (i.e. previously Matched) only 9 of 28 have been Matched. All the rest are still 'waiting'. (USA, Win 10, iTunes Ver. 12.11.3.17; broadband wireless >170 Mbps Dn)

Note: have 20,000 song library with few problems matching or uploading. Very frustrated and considering unsubscribing from both Apple Music and Match, would if I knew of an aternative.

After a week and trying everything that has been previously mentioned in this string, in the last two days of trying to Match 28 songs that have been removed and reloaded (i.e. previously Matched) only 9 of 28 have been Matched. All the rest are still 'waiting'. (USA, Win 10, iTunes Ver. 12.11.3.17; broadband wireless >170 Mbps Dn)

Note: have 20,000 song library with few problems matching or uploading. Very frustrated and considering unsubscribing from both Apple Music and Match, would if I knew of an aternative.