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You need to force the reader to resort your metadata. The first time you send books to the reader, it will sort based on author first name (sony's fault) and then every time after, it just adds the new books metadata to the end of the old metadata. So, if you want all your books sorted by last name and in order, you need to refresh this metadata and choose the author sort last name in calibre. The best way to get the most succinct answer is to ask this question in the calibre forum since I can't remember how to walk you through this process off the top of my head.
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