I have an outlook with 2 email addresses. One is an exchangeaccount and one is gmail.
The exchange one uses a S/MIME certificate to sign outgoing emails. The gmail one doesn't use the certificate.
When sending an email from over the gmail account the user needs to manually disable sign (as it seems in Outlook you can't set auto-sign for just one account without add-ins). This however is not a big problem. The big problem comes when this user receive a signed email on his gmailaccount and reply to it. It looks like the email is sent, no errormessage, but in the "send items" all I see is an empty email with the receiver in
BCC (not the normal
To:). And the receiver don't receive any email.
I created a new profile and added both accounts again to test it, same result.
Any idea what this is and how to solve it?