Business partner requiring secure email communication. Not a problem, or so I thought. Company has Exchange 2010 with a Barracuda Spam/Virus Firewall filtering inbound mail only. Outbound mail is sent directly from Exchange. fqdn for mail is pointing to Barracuda.
Mail flow is working fine. No problems AFAIK.
I have purchased cert for securing the email. It is using the fqdn of mail. In talking with the tech support at Barracuda, the Barracuda sends the email up to their service for encryption. End user would receive email that encrypted email is available by clicking on link. An additional step or two required by the end user. Not really the way that I wanted it to work.
Not sure if the barracuda will pass encrypted email. I could have the email for the biz partner domain to bypass filtering.
I was planning on configuring encrypted email on the exchange server. Then I remembered that the Barracuda was in the path of the mail flow (inbound only).
Possible work around.
Adding another MX record to bypass the Barracuda, though it would open up email traffic from all servers.
Use a different public IP address for exchange encrypted mail. Filter at the firewall to allow only smtp traffic from biz partner email servers. Setup receive connector with fqdn of mail to allow inbound email.
Use the barracuda to perform the secure communication.
Any ideas that will help, are appreciated.