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Possible solution for iChat connection problems over VPN
Authored by: petergort on Jun 15, '12 03:02:15AM

I found a simpler way was to simply modify the service order. (Network settings, click on the little gear icon and 'set service order'). I put the interface to the internet (wifi or ethernet depending on where I am) as first in the list, and the VPN interface down from that. If you are vpn'ing into a private address range subnet that is different from your own, then it just works anyway. If the subnet you are vpn'ing into has the same private address range, then I use 'sudo route add destinationip vpnrouterip' to define a path to where I want to go. I have these 'route add' commands saved as applescripts in my scripts menu, making it quick and simple to use. And because the primary interface is going to the internet, any app launched that isn't trying to reach the VPN destination will automatically go out that interface by default.

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