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@JSWolf - there are no prompts for a cover because it will use whatever cover you have associated with the book in your calibre library. If you don't have a cover associated with your book record, then it will do nothing - though there should be a message in the log reflecting this. In your first example above, it has used the cover you had associated with that book - which if it was the case that you had just extracted the default calibre cover for your book record, then of course all it is going to do is put it right back in the book again. So it has worked as intended in that case from what I see.
As for the DRM'd ebook - there is logic that is supposed to detect a book with DRM and not attempt to insert a cover in that situation. Clearly you have a book which managed to bypass that logic. If you are able to PM me a link to that book it would be appreciated.
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