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I think to do this you need to work it into your workflow instead of making a single search for it.
For example, when all of a series has been read, use the 'user category' plugin and add the series to the "favorite series" category.
Now, if a new book shows up in the series, you can have a search that says show me unread stuff in the favorite series user category...and manually add those to the list of things to sync with the reading list plugin.
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