> my laptop IP is 10.1.15.57. > > 10.1.15.240 is the LAN interface of the router. It is normally the > gateway - however when I am using squid (transparent) the squid server > becomes my gateway. Yeah, Interesting..... Then, this is your network setup if you bypass squid , your laptop -> Firewall -> intranet(www.example.com) it directs to www2.example.com If you go via squid, this would be your network setup your laptop -> squid -> Firewall -> intranet(www.example.com) it directs to www2.example.com I think 10.1.15.240 is the gateway of squid server. How many ethernet does this squid server have? I think this is something that belongs to routing... -- Thank you Indunil Jayasooriya