OK, the Executive summary.... In a nutshell, I am trying to channel a single (or multiple) internal host request through a Squid server, and then have the Squid Svr send it's packets out 10 IP's (virtual interfaces eth0:1 - eth0:10), round-robin fashion. We are a legitimate business specializing in security investigations. Our company is trying to rotate all traffic outbound from the Squid Svr using multiple IP's (about 12). Both iptables and Squid are on the same computer. Tried using the Squid tcp_outgoing_address, with no luck. This is not a normal situation, thus the requirement for using multiple outbound IP addresses. In the past we used sites such as multiproxy, and others. Most of these sites no longer allow our type of activity. Also, we needed anonymity of our HTTP traffic, thus the use of a our own proxy. The users of the proxy are at a different physical location (corp) than the physical proxy. The users tunnel in, and the proxy handles the request from there. The proxy is sitting behind a PIX. The proxy has been assigned 10 IP's from the 172.16.x.x block, with 1 IP being used for the incoming request. These IP's are statically mapped by the PIX to 10 routable IP's. For anybody that reads this, and responds, thanks in advance for your help and advice.