FYI:
I can confirm following
1. All highlights & notes from personal documents as well as Amazon books are automatically downloaded
1.1 This does not apply to personal documents that have been copied onto the device manually / through Calibre; but only to the ones that have been sent to your Kindle email address
2. It is possible to manually copy/paste all old Clippings into the "My Clippings" file on the new device. Just make sure to paste them in the beginning of the file, before the new clippings.
I did not have to copy anything manually from the documents folder (except the text in the My Clippings file).
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