The calibre plugin "OverDrive Link" is my main way of talking to OverDrive. It searches your configured library locations for available (and recommendable) books by author/keyword and saves a list, with links to the book. You can add any book record from there into calibre as you check it out. Books already in calibre (or that the plugin adds to calibre) get the link added.
It works very well for me since I use OverDrive Link ==> Manage available books to check them out in the first place. (It is easier than using OverDrive search.)
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