I'm having the same problem. 13000 songs library, and it's three weeks that I'm trying to complete the upload of all the songs. I also noticed that iTunes match doesn't "match" very well: he is trying to load some songs that are in the iTunes catalog, and this songs have been loaded from my original CD's.
Not happy at the moment
I went into View, View Options and added iCloud Status column.
I sorted by that and deleted all the ERROR and Ineligible Protected songs.
I stopped iTunes Match from the Store menu, Exited iTunes, ran Repair Permissions From Disk Utilities.
Started iTunes and Turned on iTunes Match from the Store Menu
Then the songs that were left started making upload progress.
The upload stalled near te end of te last upload, so I had to stop and exit, then restart the iTunes Match and it finally uploaded all and was Done.
I still have the problem where my iPad, when I try to enable iTunes Match, states that I am Not Subscribed.
Can you help witih this? I tried both Apple IDs.
You have to be signed in to the same itunes store account on your iPad that you purchased the itunes match with. You cannot be signed into a different account under your app store and be signed in under itunes match in a different one. Go to Settings>itunes & app stores on your ipad and make sure that the apple id listed there is the same as the one you signed up to itunes match with. If so then it should work.
I sure wish that I can combine my apple IDs to one common account. This is causing headaches.
I can switch store IDs on my iPad, then that can only be done once every 90 days.
It looks like my Ipad is associated to the iTunes store on a different ID than the one I purchased the iTunes match on on my desktop. I recall seeing that you can use any apple ID and that I should use the one that has the most purchsed music. Now I need to change the associated id on my iPad. When I activate the iTunes Match, it says that my library will be replaced. I suppose that I can still add other songs by dragging files over when connected via USB cable. I'm not sure how to handle multiple itunes libraries. Do the songs add, when I start iTunes using a different library?
I enabled iTunes Match on my iPad and it appears to be working now.
Thanks for your help!
Message was edited by: magoglia