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Originally Posted by DavidJD
I've been using Calibre for a long time to convert EPUB files to MOBI for use with my Kindle PW (latest model). I'm currently using Calibre 3.2.1, and for some reason recently I can never open its MOBI output on the PW. If I try to email it (or Send to Kindle), it never appears, and if I sideload via USB, it says it can't open the file. But the same file works fine with the Kindle app on Windows 10.
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Have you tried restarting your PW and trying again? Failing that, there might be a bad MOBI file on your Kindle causing a problem. Try removing your most recent MOBI files and see if that resolves the problem. You may need to remove any dodgy files via USB. * (Remove all the MOBIs via USB that do no appear on your PW's homescreen)
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The only way I can use it now is to convert to AZW3 and sideload it via USB, because for some reason AZW3 doesn't work with email or Send to Kindle.
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This is what JSWolf meant when he said use KF8 and sideload; AZW3 is a KF8 format. Amazon only accepts MOBI formats, unfortunately. No need to convert to KFX.
People have had success with using dual format MOBIs. In Calibre Conversion Dialogue:
Output Format: MOBI
MOBI output > MOBI file type: Both (old MOBI6 and KF8 formats together)
Amazon usually accepts those and your device receives the KF8 format.