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I may be doing it all wrong, but:
K4PC sort by most recent
Windows folder sort by modified
Drag last file to Calibre (it will also identify/verify the book for me)
Remove said book from device (I can always redownload it if I really need to)
Keeps number of files in Kindle folder nicely under control. Of course, I caved in only lately and joined amazon, don't have many books there yet (and don't even want Kindle).
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