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No and no. The only way to update metadata on your Kindle is to resend the books; and no, Kindles don't use tags or series information with sideloaded books.
Both of those things are possible with Kobos and (as far as I know) with Pocketbooks. Calibre can automatically update metadata on your Kobo without resending the books, and also automatically create collections on the device based on tags or whatever other custom category you want. But not with Kindles.
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