Outlook via VPN
Posted on 2010-08-26
Got a guy on a SBS 2003 network - everything is fine.
Now, he needs to connect to an exchange server on another network across the country via VPN. When I setup his laptop he was local to that "new" exchange machine (visiting the place and his laptop was on their network), so I setup a new profile in outlook, Bingo...life is beautiful.
Now, he's back in his city and VPN-ing into the network and when he uses the new profile it connects fine and he's able to receive mail, but when he tries to send, he gets a bounceback that says:
There was a SMTP communication problem with the recipient's email server. Please contact your system administrator 554 relaying denied
Now, i know there's nothing wrong with the "Recipient's email server" - I tried a dozen different addresses and got the same result - so it's obviously an issue coming from the "new" Exchange machine.
Any idea on what's happening here? Is it seeing and reacting to the external IP on the VPN? I'd like to have some suggestions before I talk to their part-time IT guy. Any thoughts/suggestions appreciated!