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ISA Server 2006 intital setup Need help!

Posted on 2010-09-19
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SO I'm feeling pretty dumb, this is actually my second question on this. I've formatted and replaced both Network card thinking there might be some hardware failure. or a corruption in the TCP/IP stack. I'm pretty sure I'm just failing to remeber/understand a key component.

at the current time, I have a network with 3 servers, all of them have dual NICS, all 3 plug into the current old and starting to fail hardware firewall on their external NICs.  in a "DMZ" subnet on the inside of the Hardware Firewall.  My Goal is to remove the Hardware Firewall and replace it with an ISA server, as I have the hardware and software available. and it'll be nearly free and theoretically give us a much more fine tuned ability to block people we don't want in and to control things for our users.

currently there's an Incoming Static ISP connection with 5 IPs. it comes into a 5 port bussiness connect router set in bridge mode and attached to it is the Firewall.

External IP x.x.x.91
Internal IP 192.168.101.254

The SBS Server currently is routing and is set as

External 192.168.101.253
Internal 192.168.202.253
   Hosting DNS, WINS, DHPC, Exchange, RRAS (NAT and VPN), Company Shared, Sharepoint  using the SBS Internet connection wizard.

Other Servers are a Terminal Server (user VPN in than open RDP) and a dedicated Oracle Box.

My Goal is to remove the 192.168.101.x subnet. and replace the Firewall with an ISA server, and if it's secure enough, and a Good plan to take the routing and VPN off the SBServer and put it on the ISA server positioned at 192.168.202.254

removing a layer of NATing, and leaving a bit more Overhead for the SBServer to do the rest of it's jobs.

I'm not a security guy. but like all admin generally get the concepts and attempt to do thing in a safe manner for my clients, My plan sounds good to me, the problem is I can't seem to get the ISA server to even pull it's own updates after installing ISA 2006.

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Question by:R. Andrew Koffron
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by:simonlimon
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ISA by default denies all traffic, Create a new rule allowing all HTTP and HTTPs traffic from localhost to the internet.

That will take care of updates.

IF you want to use ISA, you should document all traffic that goes in and out, (SMTP, DNS, external OWA access, ActiveSync). You sould also decide if you need the proxy or not and implement that too. And then create the appropriate SErver publishing rules for SMTP traffic to exchange and any other infrastructure traffic. And web publishing rules for OWA.

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by:R. Andrew Koffron
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i have cleared the proxy settings on the server

but am getting the following:

Error Code 12206: Proxy chain loop
Background: The gateway has detected a proxy chain loop. This condition might indicate a configuration problem on a proxy server.
Date: 9/21/2010 12:26:37 AM [GMT]
Server: svctag-hhp6351
Source: Proxy
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by:R. Andrew Koffron
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I can get past this by disableing "web proxy filter" on the HTTP protocal but what is the risk of doing so?
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by:simonlimon
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You will not be using a web proxy. The main difference is that you will not be able to authenticate your clients surfing the web. And it's also a little less secure.
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by:aimcitp
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Did you remove the gateway address  from your internal interface on your ISA? You will need to do this and add static routes from the subnets inside your network.
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by:R. Andrew Koffron
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@aimcitp yes I removed DGW from internal, (well didn't remove it, it never had one).

please explain how to make the route for ISA, i tryed adding it by command prompt

route -p ADD 192.168.202.0 MASK 255.255.255.0 x.x.x.94
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R. Andrew Koffron earned 0 total points
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the problem was Nod32 Anti-virus http scanning.
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