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Had another .mobi that this happened with, where all the metadata looked right but wouldn't whispersync even when send to my kindle address. Did the mobi->epub->mobi conversion and it started working, like the others.
Other thing I noticed was that the mobi that didn't work was 4x as large as the resulting mobi, so I'm assuming it was an uncompressed mobi. Wonder if that had anything to do with it... ?
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