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Conecting from home via VPN to the server

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A VPN router or a firewall with VPN capabilities is much more secure, reliable, and simple to support than using the VPN capability built into Win 2008.

Not trying to bash Microsoft here, but there are working exploits for their VPN, and besides getting the configuration just right, the server needs to be patched and hardened.

If my life depended on a software VPN, there are some open-source solutions, otherwise something like a Cisco ASA box or a barracuda, juniper, sonicwall SSL VPN would be a better bet.