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DOUGHNUT

macrumors 6502
Original poster
one of the most annoying bugs i've noticed about iTunes Match, often times, if i open up iTunes, my iCloud music library will be stuck on a loop (meaning it's not connected to iCloud). the library will be usable, but i'm not able to upload/download anything from the cloud. the only way to resolve it is to quit iTunes, open it again, and sometimes it still doesn't connect. i don't know if it's my network settings, my library size (i have 22k+ songs in my library) or just a bug, but it happens more frequently than not. usually, after i have iTunes closed for a while and re-open, it will go into the loop state.

this image show's the icon i'm talking about

and when it connects, the cloud becomes solid gray.
 

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