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You might try re-indexing the content on your Kindle - might be some sort of corruption in the index files you have now. I don't remember the details off hand how that is done but basically you tether via USB, find the index files, delete them, and 'eject' Kindle, then it will re-index everything (give it time, especially if you have a lot of content). If you google 'kindle reindex' there will be a number of hits that tell you where the index files are located.
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