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Copyrights aside....
Copyrights aside, there is no need for Kobo to transfer any books from readers where the book is purchased. Instead all they need to do is just copy positioning information the currently being read ebooks that are stored on the device and memory cards. The way this would work is if the book is located on all devices or programs that are kobo, reading data would be synchronized. We basically do this all the time when back the data base up and reformat the reader and/or a firmware goes rogue or we just don't like the new firmware because they broke something. So as long as the books are located on all kobo devices and programs, yes this means you would have to ensure that you, yourself physically copied all your sideloaded books that you wished were synced to all your devices/programs and thus allowing kobo to identify the position you were in the books so that the information could be synced across.
regards
Jack
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