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Originally Posted by eschwartz
I know you add the ASIN to all your books -- this should mean your annotations are synced through Amazon (maybe depending on whether you have that ASIN in your purchases) which means after syncing your annotations should be restored.
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Thanks for the help again! Yes, I've found it does depend on whether the ASIN is in purchases. If it's bought through Amazon this works, otherwise no.
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The Kindle does delete annotations from purchased books when you "Remove From Device", since they are synced anyway -- only sideloaded books leave their notes behind, in order that you can re-add the book and pick up from where you left off.
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If I remove a book through Calibre, it seems like you're saying the Voyage will keep the notes for later. That would be great if it did. I wanted to test this out before I replied but I haven't had a chance yet.