Self-Signed SSL Certificates will work with OnDemand Migration for Email only if the "Issued by" and "Subject" in the properties of the certificate installed on the Exchange Server match.
Note: Quest Support does not provide any means of assistance in generating a self-signed certificate that will work with OnDemand Migration for Email. Although Self-Signed Certificates have been known work, it is recommended that the certificate on the Exchange Server be from a Third party Certificate Authority if using SSL to perform migrations.
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