Can't upload songs to library for iTunes matching

I've been having this problem since Saturday as well. My PC is up to date on Windows and I'm running the latest version of iTunes. I've tried al the common trouble shooting options and nothing has worked. I also have submitted my issue to the previously posted link.

Just to keep everyone informed.....second call today.....support went through everything via screen share.......and couldn't figure out the issue. I was told that it would probably 'fix itself' during the next day or so!

I have asked them to forward it to the Apple engineering team.......and I intend to re-open the case on Friday if it is not resolved.

**During the call, I even showed them this 'discussion' which is slowly growing to five pages long........stating that everyone on here is experiencing the 'same' issue..........

Here's hoping to it 'fixing itself'!

Glad to hear so many people have had issues with this as I thought it was just me!!

As with all of you, my iTunes match gets stuck in an infinite loop on 'Matching your songs...' - when I've turned the WiFi off and back on to force the sync, it uploads a few songs but doesn't upload an entire album just random tracks here and there and some don't upload at all which is most annoying!

I too went through a screen share with an engineer and they couldn't figure out but I was told it appeared I was the only one having the issue so I'm glad that I'm not!!

Happy to provide my case number to get this sorted and hopefully someone will have better luck than me!!

Yep this started for my Thursday the 15th. I started my own thread (listed on previous post) - I have a case open with Apple and so far no solution. I also wiped my Cloud Library and started from scratch and it did nothing.

Someone needs to tell tech support to walk over to the iTunes Match server / cluster and turn it off / turn it back on again lol.

its UNFATHOMABLE to me that so many people put tickets in for the same problem, link to the same discussion forums and the right person can’t be found in their infrastructure team to solve this issue.

Just chiming in to say I'm having the same problem! I thought I was crazy or had done something wrong. Trying to match a very popular album that is clearly in the Apple Match library - it synced half the album, and won't sync the other half. While I have a huge library, this is the only music in the whole thing that isn't already Matched/Purchased/Uploaded. So frustrating!

I have the same problem since around 14th July. Tracks are unavailable on other devices while the track Cloud Status remains as "Waiting". I have an open case with Apple. Same experience as many on here. two hours wasted so far, signing in and out of Apple Music on all devices etc.

Chimping in to up the numbers.

After about 4pm (EDT) yesterday, my slow progress ground to a halt; nothing has left ‘waiting’ status since then - left running overnight. Nothing since 4am (EDT) either. Yesterday I was really hoping things were starting to resolve themselves.

Each hour while it appeared to be slowly recovering I Matched/Uploaded: 177 (songs) then 25, 2, 66, 35, 32, 13, 17 (367 in total); each time I had to quit the ‘almost there but never complete’ activity and start again. As well as 23 songs in the dreaded Matched but still has the ‘cloud’ icon (meaning it has to be added to my library again if it’s to be available via the cloud), I still have 273 songs stuck in ‘waiting’.

Incidentally, all my library additions are ALAC. Given the activity around changing Apple Music streaming to ALAC, I wonder if this is relevant?

I had this same problem too. I contacted Apple Support and spoke to a Senior Advisor right out of the gate. We tried all the usual things that I already unsuccessfully tried but he is now escalating to engineering. We'll see what happens. I figured I'd open a ticket to help bring more attention to this.

Same here. Every CD I’ve uploaded since the afternoon of July 24, 2021 has only actually uploaded a handful of songs that are listenable to. The remaining show the album covers but are all grayed out. When you click the track to add to itunes match it just sits there with an almost finished matching your music with songs in the itunes library store status. I’ve tried disconnecting my itunes match library and turning it on. Shutting down itunes. Searching for an itunes update, restarting the computer to no luck. Please help.

Same problem and tried same tactits as others, log in/out, turn sync on/off, reauthorized computer, etc. Clearly this is an apple issue. I only have Match on a toshiba laptop, i dont have apple music, sounds like the issue happens regardless.

Previously uploaded music is all playable on my phone but any new CDs ive uploaded show the artwork and greyed out track titles. The track titles in itunes all have the little dotted line cloud next to them so clearly nothing is transferring over.

The activity window sits at "matching your music with songs in the itunes store' does nothing else.

I have the same issue here in Germany. Made the update to Mac OS 11.5.1 this evening, but nothing changed. Music app is still hanging when syncing the „cloud mediathek“. Last uploaded file is from 22.07.2021.

same here, today.

stuck on the final song of a group that I imported

the first five or six were added and synced up but its been stuck on the last one for ten hours.

tried stopping and starting everything multiple times

MacOS Mojave iTunes Match 12.9.5.5

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.

Since 7/26, my iTunes has only uploaded three songs! The Apple customer service staff told me that it was my carrier’s problem! There is nothing I can do to solve it!

-206 error message appears

I think Apple is getting worse and worse! Sorry Jobs!