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Yes/No/? would work fine, and you're right, the searching would be more intuitive.
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My gut feeling is that "Yes/No/?" is confusing. The "?" looks like some kind of wildcard or maybe part of an SQL query of some sort. I don't equate it to "empty." All the other fields in Calibre can be searched for empty with the keyword "false" and not-empty with "true." While that behavior is not immediately apparent to the casual user, once it's explained, it's quickly understood. I don't object to equating a search for "?" to "false," but I wouldn't display it that way, and if you're going to do that, why not equate other things, like "NULL" or "EMPTY" etc.