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>Does the webmail application reside on a physically different machine
>with a different IP address?
Yes.
>?If so, the easiest (and best) way to do that is via proper DNS and
>routing to the right machine for each application. Why would you want
>to have Apache do what your router should be doing?
Unless i am missing something and i surely am not a routing guru, we have 1 ip address and the inside systems are NAT'ed. So, the first entry in the firewall policy points to the webserver (the webmail system does not run on this server); therefore, ALL port 80 request goto the first entry, which is the webserver. So, knowing this, i was trying to have the webserver redirect that request to another/different server with a different ip.
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