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I'm running windows server 2008 r2 on a dell poweredge 2850. I have 2 NICs, one is configured behind a firewall with a dhcp server on the main local LAN and another one has it's own dedicated connection to one of our 13 static IPs.

So in a nutshell we have 2 of our static IPs going to this server, one indirectly through a firewall/dhcp server, and the other directly. I am trying to reach IIS on port 80 and port 443.

The problem is that the NIC with the direct connection (NIC2) keeps dropping and says either "No internet connection" or "Unauthenticated". However, the NIC behind the firewall (NIC1) has no problems at all.

Update: This is the second time this has happened in 3 days and each time the fix has been enabling the dhcp client on the NIC, allowing it to error out to a 169.x.x.x address, then re-enabling the nic with it's static IP assignment.

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This sounds like an internal routing issue - you're not trying to set a default gateway on both NICs are you? –  Dan Dec 2 '12 at 23:16
Get it into a failed condition and troubleshoot. –  David Schwartz Dec 2 '12 at 23:19
I am setting the default gateway on NIC 1 to the firewall/dhcp server, and the the gateway on NIC 2 to the IP address provided by our ISP. Is there a different way I should be doing this? –  Oxymoron Dec 2 '12 at 23:37
You can only have one active default gateway, the one with the higher metric is winning, currently. Your firewall should be able to provide NAT, don't see why you need to use two NICS here. –  SpacemanSpiff Dec 2 '12 at 23:41
Absolutely, I checked our firewall, and it was able to provide NAT, I have now configured NAT on the firewall to accept traffic and it seems to be working flawlessly! Thank you everybody for the help! –  Oxymoron Dec 3 '12 at 1:03
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