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Mahal48,
The reason the cover "didn't work" is that you told calibre to use a specific cover for the ebook within it's own database.
I believe their is an "include cover in ebook" option in Preferences or Tweaks that will update the book when a new cover is set. Otherwise this occurs when converting a book. Of course, there is a catch - I know at least one of the ebook formats doesn't accept cover images.
Someone else just posted a similar question very recently (week or so ago).
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