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If you sideloaded the book using send to Kindle. So it goes into Amazon cloud and shows up as a personal document , then the reading position will sync across apps and devices. But you have to have downgraded the book format to mobi for that to work. And to live with your Kindle saying it is not a book, it is a document.
There may be other workarounds but you can't just sideloaded a azw via usb and expect that to sync
Still better than anything you can do with kobo devices though
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