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For books that show a generic cover in My Library > Book view, having the thumbnail .jpg that Calibre sends along has no effect. It still displays the generic cover icon. (The cover shows up fine when reading the book though, regardless of if there's an included thumbnail image). The thumbnail file itself does not show up in the My Library > Books view, only in the My Library > My Files view.
(I used Joshua Ferris - The Unnamed to test this. I send it along with and without a thumbnail of the actual cover, and then with and without a thumbnail of a cover generated by Calibre. It showed the cover after opening the book every time, but never displayed it when viewing the icon in Book view. It's a regular epub file, not converted from another format and other epubs work fine, so there's probably something wrong with the file itself.)
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