Quote:
Originally Posted by eschwartz
No you will not. You will lose the kindle's offline record of the annotations data.
When next connecting to WiFi, it will/should redownload all that data... although if the book was sideloaded and didn't go through the Personal Documents service, you would've been right. 
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As long as you have one device, amazon records your new place, as the last page record. but if you have two devices amazon records the furthest current location on any device. I only have one device so I'm not sure about the second statement.