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I have an SBS 2008 installation with VPN enabled. Port 1723 on the router is forwarding to SBS. In Windows XP I have setup a VPN connection and connected using my domain credentials. However neither end can ping each other.

I tried disabling the SBS firewall but to no avail.

Does anyone know what could be causing this?

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Check routing table on your XP client

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  • I tried setting up the same VPN connection (PPTP) on my iPhone. It authenticates and says it's connected but still can't access anything. – Reado Dec 4 '10 at 17:29
  • So (as you can access clients from server) seems you have problems with routing on clients... Looks like your packets for server goes through your client's default network gateway, not through tunnel. – Sergey Dec 4 '10 at 17:34
  • Sorry I got the ping bit wrong... SBS cannot ping the client. So when the VPN is connected, neither end can ping each other. Any ideas? – Reado Dec 4 '10 at 18:52
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Turns out my local subnet had something to do with it. Was using 10.10.0.0/255.0.0.0. The remote subnet (of SBS) was 10.1.1.0/255.255.255.0.

When I changed my local subnet to 192.168.1.0/255.255.255.0, everything worked as expected. Now I can use VPN via Windows XP and my iPhone.

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note: If you would've just changed your original subnet mask from 255.0.0.0 to 255.255.0.0 or 255.255.255.0 you would've resolved this as well.

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