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Resending will overwrite the old metadata.
Note that the collections database doesn't seem to like it when books mysteriously change their titles (at least, that is what I usually change and therefore noticed) and keep the same mobi-asin. If the book is in a collection I advise deleting it, unplugging, then resending. Otherwise the book turns into a sort of ghost and becomes invisible in Collections view until you delete the offending collection(s) and rebuild it from scratch (Kindle Collections might be your friend there).
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