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Can not connect to exchange on local network but can through VPN

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Last Modified: 2014-02-27
Hi

We have a slightly odd problem with one user.

When he opens Outlook it goes straight to disconnected and will not attempt to connect.

He can see the exchange server from his machine and I can ping it by name and IP address and I can access a network drive on the server.

He has entries in his hosts file like so

192.168.x.x      servername.domain.local
192.166.x.x      servername

If I set up a VPN on his machine to the local IP of the server and connect that then he can connect to exchange without a problem.

I have checked his DNS and he has the servers IP and routers IP set manually as his DNS servers.

Any help or advice on this would be most appreciated.

The server is Microsoft Windows Server 2003 Enterprise SP2 with Exchange 2003 SP2 and the client machine is Windows XP SP3 using Microsoft Outlook 2007.
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