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@Dchiplin, try the following. Run Calibre and do a Save to Disk of all the eBooks you still want to put on your Kobo. Then close Calibre and plugin the Kobo to the USB port. Using Windows Explorer, copy all of those eBooks to your Kobo. Eject the Kobo and wait for them to finish importing to the database. If that works, run Calibre an plug in the Kobo. Wait for the metadata for those eBooks to be loaded and then you can eject.
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