Here is the fix.
Open your VPN Connection
Click on the Networking Tab
Click on TCP/IP
Click on Advanced
Uncheck Use Default Gateway on Remote Network.
1960 points
I have been tinkering with computer since 1992. I've worked for a lot of big companies doing IT support such as Cirrus Logic, Sony, WebMD, Palm, Net Apps, Skype etc.
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Profile
by: piji on 2010-10-14 at 23:40:10ID: 20518
The reason for that was the ISP of client was different from the server and obviously their mail server was different as well.
If you don't uncheck "Use default gateway on remote network", then client gateway will be the server ISP instead of his own. Thus, the client computer trying to send something through different mail server.