Showing book covers on a Kindle for non-Amazon purchased books is problematic. It varies by format (MOBI, AZW3, "Both", KFX), Kindle firmware version, how the books as loaded (Amazon cloud, calibre, copy over USB) and whether external software was used to help with cover extraction (calibre, ExtractCoverThumbs).
Personally, I learned to live with the covers being missing for some of my books.)
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