Kindle only generates covers for sideloaded pdocs.
Any Kindle Store books it will wait for Amazon to put the thumbnail on.
You can create it yourself, using the following naming format: "thumbnail_{ASIN}_EBOK_portrait.jpg" where {ASIN} is the book's Amazon ID. You can also allow calibre to do the work for you -- any book with a valid amazon mobi-asin calibre will transfer to the Kindle together with its corresponding thumbnail. The thumbnail calibre generates wil be based on the calibre cover, not the one in the mobi/azw3, and as an added bonus, if the book is in KF8 format, calibre can update that cover inside the book too!
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