> To make matters worse, the second webserver is IIS and I have no idea > how to use IP Multiplexing on Win2k, I could do it in linux but > Windows systems are not my expertise. What I'm going to do -if I get > the permission- is this: Install a 2nd nic on the 2nd webserver so > the IP address that is being used doesn't get affected and I will > configure it's router to the linux box so it can redirect packets > where they should go... You are either not grasping how difficult what your trying to do, or you haven't used proper the wording. Source Routing from windows == blah! If you're relying on windows to do routing, I pity thou. To the best of my knowledge, you have: x.x.x.254 ROUTER |--x.x.x.1 Linux Server 1 (default route x.x.x.254) |--x.x.x.2 Windows IIS (default route x.x.x.254) You have the router forwarding a public IP address and PATing it to x.x.x.1. You want x.x.x.1:8080 to go to x.x.x.2:80 To get this to work, use: # Allow any established traffic to traverse the machine iptables -A FORWARD -m state ESTABLISHED,RELATED -j ACCEPT # Forward the packet destined for 8080 to the windows machine on port 80 iptables -t nat -A PREROUTING --destination x.x.x.1 -p tcp --dport 8080 -j DNAT --to x.x.x.2:80 # Allow new web traffic into the network iptables -A FORWARD --destination x.x.x.2 -p tcp --dport 80 -j ACCEPT # Forces the windows box to route back to you before leaving the network iptables -t nat -A POSTROUTING --destination x.x.x.2 -p tcp --dport 80 -j SNAT --to x.x.x.1 The order of traversal becomes: Router->Firewall->Windows->Firewall->Router Instead of Router->Firewall->Windows->Router The later breaks as I've described earlier.