I'm on Windows 7 and using Itunes 10 (not planning on upgrading to 11 due to others complaints of more issues with 11)
I've had imatch for about 4-5 days and what I noticed is the 'greyed out/kicked out of imatch' issue only started when i tried to sync my ipod through itunes. Since I did that, i seem to be getting the whole library greyed out, and the fix is to log out and log in again, start match again, and it goes through it's whole process just like when you first start with imatch. It's time consuming. But I wonder if the sync is what created the problem. It didnt seem to happen before I did that and I read in other forums that syncing and imatch don't work too well together.
The other thing is I think it could be that once you've played songs from the cloud on your other cloud device, in my case iphone, then go back to the computer, this could also cause the kicked out effect. I don't see why this should be how it acts, if all devices are using the same cloud, they should all run together seamlessly... but it doesn't seem to be the case.
The good thing is it always goes back to find the whole library even though I deleted some files from my HD (in process of upgrading all to 256 bitrate) so I am scrambling to get back the last few hundred files on my system.... because I just do not trust this whole cloud thing.
Everybody needs to back up EVERYTHING.. ALL the time.
Imatch is a great concept if they could work out the bugs.