Outlook 2007 not connecting to Exchange Server over VPN
Have you spent a while trying to get Outlook 2007 to connect to your Exchange Server over a VPN connection, yet when on the LAN it works immediately…and with 2003 it was fine? Me too… Assuming you have checked the obvious (VPN connection is good, routing is ok, you can access other parts of the LAN over VPN etc)
The simple answer -
- Outlook 2007 uses the fully qualified domain name of your server
- ‘mailserver.ourdomain.com’ not simply the server name ‘mailserver’
- Your hosts file probably only has the server name
- ‘10.10.12.200 mailserver’
- Add the FQDN to your hosts file
- ‘10.10.12.200 mailserver.ourdomain.com’
That should correct the problem of Outlook 2007 not connecting to Exchange Server over VPN.

August 20th, 2008 at 5:52 am
That doesn’t work for me. Already tried that but I’ve found that it will work if Outlook is opened on the LAN and then run through VPN. Read that maybe removing IPv6 on adapters may help, but I’ve yet to try that.
January 13th, 2009 at 11:17 am
This tip is a real life saver. Been looking at this as a support issue for some time. Tried everything. This worked a treat. Thanks.
June 12th, 2009 at 11:08 am
You’re a star - Just what I needed. I too have been trying to resolve this for sometime. Strangely it occassionally worked, but not for some time now.
November 8th, 2009 at 9:56 pm
Good and usefull tip. Thanks a ton .
March 12th, 2010 at 4:15 am
Thanks mate, you saved me a lot of trouble. Carry on good work.