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Try rebooting, and if that does not work, you can set the environment variable
SSL_CERT_FILE
to the full path to the file mozilla-ca-certs.pem in the calibre installation directory. Which will be something like
C:\Program Files\Calibre\resources\mozilla-ca-certs.pem
That will cause calibre to use its own private certificates for ssl validation instead of the windows ones.
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