Hardening Windows 2003 + Secure Remote Admin

May 3, 2007

I've just ordered my new Windows 2003 server with 49Pence.com and will be taking "delivery" of it once they have commissioned it.

Anyway, I would appreciate some advice on how to secure it. I have been used to the luxury of a hardware firewall, but budgetary constraints mean I will have to rely upon a software firewall (something that scares me a little). It will be running our company websites, MSSQL and MDaemon mailserver.

I am not sure exactly how the server will be delivered, but I assume it will arrive fully patched with Remote Desktop access, and Windows Firewall installed.

First question: Is Windows Firewall sufficent? I am more used to configuring firewalls with Ports/Protocols/IP's rather than "applications". I also understand that Windows Firewall cannot restrict access to specific IP's.

I read that IPSec / TCP Filtering should also be used. I've looked at various links and have an idea how to do this, but I do not want to make a mistake and get "locked out". I saw a post saying that during testing they set up a scheduled job to reset the IPSec policies every x minutes so that they can log back in if they do make a mistake. How would this be done (in terms of IPSec) .. or is this a matter of stopping a service?

If I go with another software firewall, is there an easy way to install remotely without getting locked out of the Remote Desktop? KVM over IP is a charged by the hour.

It is "safe" to leave Port 3389 open and rely upon passwords (and potentially IPSEC IP policies), or should I administer by VPN?

If so, it seems that in order to create a VPN connection on the server, it requires that the Windows Firewall is shut down (at least on my test server here). Obviously this is something I don't want to do!

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