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Though if I were you, I would just run the calibre content server on your headless server, keep an intake library on the desktop where books are initially added and metadata cleaned up/converted and then add the book to the headless library by whatever method you prefer, auto-add folder, calibredb script, etc.
And if in the future you need to make small changes you can do so via the server itself which allows for editing metadata, converting, etc.
For larger changes you can shut down the server, copy the library to your desktop run the GUI on it, and then copy it back.
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