Have you turned on iTunes Match? Apple took the new service live yesterday and it is definitely not ready for prime time. I enabled it on my Mac and it started matching my music. It's been going for 25 hours now and it's still not done. I have almost 10,000 songs so I expected it to take awhile which is fine. Apple's servers were likely overloaded with everyone trying to jump in at the same time.

What I did not expect was that iTunes would dump half of my album art on my Mac, and on my iOS devices. Why would the album art on my Mac be missing? Shouldn't iTunes simply be reading the files to see what they are, and matching it in the cloud? It shouldn't be changing my files in any way and therefore I shouldn't have any missing covert art. Luckily I have a full backup of my music library, but if I had to do it over again I would definitely wait until Apple works out the bugs.

If you haven't turned on iTunes Match yet my advice is WAIT! Wait until they get the kinks worked out. It's just not worth messing with your music library.

I'm very disappointed that Apple would release something that was half baked. Have you noticed that Apple seems to be losing a step in the "elegance" and "it just works" departments? For example, iOS 5 had battery issues and the patch, iOS 5.0.1, didn't really fix them? What's happening Apple?