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I hope this helps but can you access developer options on your Nook? If so change usb behavior to mtp and it should show up as a device on Calibre. Then try adding the problem book via send to device. Leave it connected when it says job done and open the library. It might take a few moments for the cover to appear but if it did go into your Nook the cover will pop up.
That's how I sideload into the full memory of my Glow4 and I'm using win11.
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