Toll Free: +1 888 900 4529
| 
Toll Free: +44 800 088 5522 
Toll Free: +1 888 900 4529
| Toll Free: +44 800 088 5522 Whenever users tries to send encrypted mail in OWA an error message pops up to the screen as given below:
“Outlook Web Access could not find your digital ID for encryption. If your digital ID is on a smart card, insert the card in the card reader, and then try to send the message again. You may also try sending the message unencrypted.
If your digital ID is not trusted by the Exchange server, you cannot use it to encrypt messages. For more information, contact technical support for your organization.”
The Subject field or Subject Alternative Name Field of the users certificate should have the SMTP address and that address should be listed on the Account which you are using to login to Outlook Web App (OWA).
In Exchange Server 2007 or 2010 if the SMTP certificate that is issues to the SMTP address is not in the Active Directory account then OWA will not use this certificate to encrypt the message.
You should have a digital ID to resolve this issue.
In case if you are using the digital ID in S/MIME email but the SMTP address of your account does not match with the Exchange Server mailbox account then Administrator of the Exchange Server can allow to use the User certificate by enabling the registry value.
By doing that, users can choose the certificate and that certificate will be used to sign the outgoing messages in OWA.
Note: The steps mentioned below requires editing of the registry key. So pay attention while doing the same and do it at your own risk.
Users will found a new section in Email security after performing the steps mentioned above. By using this option users can manually pick the certificate.
Now Log in to OWA >> Options >> Email Security >> Select Certificate for Mail Signing >> Choose Manually pick the certificate >> choose certificate >> OK.
