ITunes match restarts configuration every few days

Question

I have an iPhone, MacBook Air and iMac. I have iTunes Match and every time I try to access it from iTunes on the MacBook or iMac, it goes through the entire initial configuration process again. I have done this at least 15 times in the past 6 months and never got around to finding a solution unti today. I am fed up! I hope someone can provide some guidance since I have been unable to find people suffering from the same ailments online.

Answer 1

When you add new music to your collection, iTunes Match will go through the same sequence of steps to add the new music as it did the first time. But it's not doing the entire process again, it's just working on the the new music. You can tell which songs it's working on by looking at one of the icloud columns in your music library, the "dotted cloud" icon or the word "waiting" (depending on which column you look at) are the ones it's working on. If you see those for your entire music collection, then you do have a problem, but otherwise it's just working normally.
You won't see the itunes match icon and "wizard" show up each time you add music though - sometimes it does the updates completely silently, in the background. I think you only see those match screens when there's been a temporary connection problem and iTunes is working on more than a dozen or so tracks that have been queued up. Recently there's been a several day outage for iTunes Match, so I keep seeing again and agani (I ripped about 5 CDs in the last few days) and it will keep showing up until iTunes is able to successfully add those 5 CDs.
Just ignore it, unless you really are seeing your entire library being worked on again.