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I may have partly solved my problem, but something still just does not feel right. Am I missing an important concept?
From my main Calibre Library, if I instead click on a book, Copy to Library, and select "Dropbox Calibre Library" in my case, I do end up with a book which now shows up in CC. Displayed appropriately in Yes or No under On Device. Still no elapsed time for the operation in the Jobs log.
I can then switch between the main library and the Dropbox library. No device connecting or ejecting required.
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