Not really on topic for squid now but... My setup being different I cant really add much to help you here, other than I would have thought NOT passing your requests through a proxy server if it's your own internal mail servers is the way to go. Send it direct to your CASs. Example: have isa in a DMZ forwarding the autodiscover.domain, OWA etc for your mail.domain for external and a split horizon internal DNS. Clients within your LAN use internal dns servers to resolve the above and hence using a PAC file to say 'if my mail.domain send direct' and don't use proxy. As for the prompting for external HTML that sounds like a browser/auth issue. I don't see that for my ie users. Macs however are a different matter... Nick On 13 Aug 2010, at 16:55, "Jason Staudenmayer" <jasons@xxxxxxxxxxxxxxxxxxxxx> wrote: >> -----Original Message----- >> From: Nick Cairncross [mailto:Nick.Cairncross@xxxxxxxxxxxxxxx] >> Sent: Friday, August 13, 2010 11:28 AM >> To: Kale D. Michels; squid-users@xxxxxxxxxxxxxxx >> Subject: Re: Exchange Server 2007 + Outlook >> 2007 + Squid Proxy >> >> >> By-pass proxy for local/exchange URL/host, no? >> >> Easiest if you use a pac file also and specify the local >> addresses/subnets i.e send direct and don't touch the proxy >> >> Nick >> >> >> On 13/08/2010 14:49, "Kale D. Michels" <kmichels@xxxxxxxxxxx> wrote: >> >> I have my proxy server set to be used by the majority of my >> internal users. The problem I am running into is that now >> that I've upgraded (some time ago) to Exchange Server 2007 I >> am now having issues between the Outlook 2007 client and the >> Exchange 2007 server for those users that are configured to >> pass to the internet through the proxy. The error that shows >> up just requests for the username and password of the person >> like it forgot the users credentials that were used to >> connect to the exchange server. It appears that the emails >> can be sent and received but it will repeatedly ask users for >> their credentials. This is not a virus or anything in >> relation to a malware infection but can be reproduced by >> turning off the use of the proxy (IE Browser - proxy settings >> turned off) and outlook will not ask for credentials, and >> then turn the proxy back on (reverse) and the problem will >> start again. Let me know if there is a quick fix (port, >> protocol, acl rule) that can be put into place or an >> exchange/outlook modification that can be made to resolve this issue. >> >> Thank you, >> >> Kale > > > That sounds like the situation I have here. All users go through a proxy, any email that come in with web based images gets a popup. If IE doesn't have the proxy set then no images are shown in the email. It's only html email that pull images from the web. AFAIK there's no way around this other then allowing users to bypass the proxy, which kinda defeets the purpose. > > Jason > > > > ..·><((((º> The information contained in this e-mail is of a confidential nature and is intended only for the addressee. If you are not the intended addressee, any disclosure, copying or distribution by you is prohibited and may be unlawful. Disclosure to any party other than the addressee, whether inadvertent or otherwise, is not intended to waive privilege or confidentiality. Internet communications are not secure and therefore Conde Nast does not accept legal responsibility for the contents of this message. Any views or opinions expressed are those of the author. The Conde Nast Publications Ltd (No. 226900), Vogue House, Hanover Square, London W1S 1JU