Send all traffic over VPN connection not working Windows VPN host

Posted by Adam Schiavone on Super User See other posts from Super User or by Adam Schiavone
Published on 2012-08-29T21:33:07Z Indexed on 2012/08/29 21:41 UTC
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I am trying to get a mac (10.8) to connect to thru vpn to a server running Windows Server 2008 R2 pass all requests from the mac to the server.

The VPN is setup and I can connect and access the server thru a web browser, but for all other sites, the DNS lookup fails.

I have tried adding a DNS server to the VPN Host.

ex.

Lets say the the VPN server also hosts a website example.com.

I connect to the VPN with my mac and point a browser to example.com and everything works fine.

but when I point the browser to google.com it just sits there and will eventually come back with a DNS lookup failed message.

HOWEVER: I tried running the command dig @myServersIpHere www.google.com. on the mac and it comes back with correct IP addresses.

I really dont know what to do from here.

How can I route all requests from my mac, thru my windows server via VPN?

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