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I am unable to send an encrypted email to someone for whom I have a valid certificate, but they recently moved to a new company. Outlook is refusing to encrypt the email because the email address inside the certificate does not match the address I want to send to. Outlook is also refusing to even add the person as a contact with the mismatched cert.
How can I override this behavior?
Platform is Outlook 2013 running on Windows 8.
One possibility I suppose would be to compose the encrypted email using some tool outside of Outlook, then mail the encrypted content via Outlook after the other tool has encrypted it.
I know the logic of WHY Outlook is enforcing the constraint. I want to know how to override it. – Tyler Durden – 2015-11-09T20:56:35.633
1@TylerDurden I assume you can't because the behaviour is expected. Though it seems harrymc's answer could prove me wrong - it is possible to make Outlook a piece of insecure software ... – Hagen von Eitzen – 2015-11-15T22:41:07.260