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You don't go drilling down in the directories of your computer's file management to find the converted books from Calibre, (is that what you're doing?) unless you've intentionally used the Save to Disk option.
Have you connected the Kindle via USB and does Calibre see the device? If the answer is yes, after conversion, select the book and use the Send to Device option. Once you eject the Kindle, look in the Docs tab on the Kindle.
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