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FYI I was also getting an unknown error about missing an sd card every time I tried to sync collections over to my Pocketbook Era after the very first time I tried it, but uninstalling the plugin from Calibre and installing the test version you linked on page 2 of this forum fixed the issue. You might want to consider updating the version available in Calibre with that version, if it doesn't have a workaround that would break other devices?
I'm also very curious as to how the Kobo plugin does manage to sync collections to a custom column synced to the device when first adding books to the device, whereas I did have to sync the books, eject it and let it load locally on the device, and then plug it in again and use the plugin to send the collections/other custom metadata to the device. I might poke around the github when I have time and see if I can figure out how it's doing that.
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