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sorry for the bump (and all the hectic edits to this post). i think i figured out what was wrong...apparently my kindle doesn't like calibre's default directory structure, which as i recall looked like...
{author}\{title} - {author_list}
or something of that nature. i changed it to a simple single-tier...
{author_list} - {title}
...structure instead, and everything seems to be properly indexing and working now. bizarre. maybe worth looking into for future calibre revisions?
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