I am running squid 2.5 on OSX, transparently using a Cisco 806 running IOS 12.3(15) The way I understand is that all port 80 traffic is intercepted by the cisco, which issues an icmp redirect with my squid server's ip address This in turn creates a temporary host route on the client machine which then sends subsequent requests directly to the squid proxy. So here is the problem. Several URL's I frequent respond to a http request that the page has moved and gives a https url with the same host. Because my client machine has the host route, the new https request is then sent to the squid server which in turn fails because 2.5 cannot transparent proxy https requests. I have worked around this by configuring my browser to use the squid host as a https proxy, but this really defeats the purpose of transparent proxy. Do I have something configured incorrectly or have others experienced this problem Thanks Brian