Hi, ThyRaven13, and welcome to the User BB!

An important Astaro concept is that inbound traffic redirected with a DNAT will skip a proxy; likewise, traffic handled by a proxy will not be subject to your manual Firewall and Static Routing rules. In any case, you should delete the incorrect SNAT rule.

If you have Mail Security, try: Basic Exchange setup with SMTP Proxy

If you don't have Mail Security, then post back and we'll fix your NAT rules. Do you have a masquerading rule?

Another suggestion: Setting up OWA and Outlook Anywhere

Cheers - Bob

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