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Win SBS2008 Exchange inbound mail not flowing after replacing Cisco ASA5505

Shannon Mollenhauer
Last Modified: 2012-06-27
Strangest circumstances. Cisco ASA went dead a few days ago. Ordered replacement via Smartnet. While waiting for replacement, reconfigured Linksys WRT54G to be router/gateway and set port 25 forwarding to reach SBS2008 server where email runs. Mail flowing okay.

Received and configured ASA using backup copy of old device config. Put linksys back in "just a wireless AP and switch" mode and tested all connectivity. Internet access works. I can create emails and send OUTBOUND. However, inbound and replies to sent mail on Internet are failing to receive on the server.

The Exchange MFA says "Error submitting mail. Mail submission failed: Error message: Server does not support secure connections.." during mail acceptance tests.

Is there a conflict somewhere in the ASA or the SBS server because the hardware changed?
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