I PtoV'd my SBS 2003 Std, which runs an Exchange 2003 server. It now runs as a virtual server on a host machine. Incoming mail comes in fine, but outgoing email doesn't go out. I suspect its due to the fact that its running on a virtual network adapter on the host machine.
Port 25 is forwarded to the (virtual) NIC address of the virtual SBS, not the (physical) IP address of the NIC in the host box. The first routing group contains a connector that forwards mail through my ISP's smart host, using the virtual SBS as a local bridehead. It uses basic authentication on the Outbound security tab of that connector. This setup worked fine before converting to a virtual machine.
Is it possible to send mail out from a virtual exchange server? How?
Sending mail is often easier than receiving it, as to receive mail you need to ensure the route in is open, whereas sending just requires the server to be able to connect to target SMTP server on port 25. If you can receive mail on your virtual server, it will certainly be able to send it.
Can you telnet to your smart host (on port 25) from the virtual machine?
Yes, I can telnet on port 25 from the host to the virtual SBS. I have discovered the symptom only occurs from the Outlook 2003 client, not OWA. So this is may in fact be an Outlook 2003 client issue.