Quote:
I listed my send from email address and my kindle.com email address in the white list and still get those errors.
It has to be something simple.
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You might try the Calibre Forum, there was a recent thread where people were having trouble with Calibre communicationg with their smtp server.
https://www.mobileread.com/forums/sho...d.php?t=105784
EDIT: Actually,
this thread seems to cover your specific issue.