On Wed, 27 Oct 2010 07:33:56 -0500, "Clive Christie" <clive.christie@xxxxxxxxxxxxxxxx> wrote: > I am running Squid 2.7 Stable 6 as stated previously I authenticate on the > Intranet Site using an AD account on the Remote site that I am connected to > by VPN. Regarding privacy and anonymity, I am not sure the only changes I > made to the squid config was changing the port, setting it to transparent > and setting up access for my network. Ah. "transparent" proxying (NAT or TPROXY) and authentication do not work together. They also go by the name main-in-middle security attack. Browser security systems prevent user credentials being sent to these types of attackers. You can use WPAD to do proxy automatic configuration(PAC) (aka "transparent" configuration) to setup the browsers in the background so they are aware of the proxy and will send credentials. Amos