I had this problem also as well as the Connect software title bar changing to (not responding) as if the program was hanging. I saw this mostly when moving large amounts (15 Meg +) of books to a memory stick. I found if I clicked to read the memory stick on the connect software and it did not refresh then the files were still converting/moving. Once I clicked on th memory stick and it refreshed with all the new files I knew it was finished and could close the Connect software to disconnect. Also if the new files appered in the connect software but the Reader showed Invalad File triange a reset of the Reader cleared that problem up.
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