
Tcpdump revealed the Exchange server setting the Window Size to zero (0) after ~2MB of data had been sent from the Squid server. During out testing we used tcpdump to peek at the traffic between the Squid proxy and the Exchange server. Our server was built using Redhat Enterprise Linux 6.4 running Squid3-3.3.3. Our second problem was one where Squid would only process attachments smaller than 2 megabytes (mb). To fix that we had to add client_persistent_connections off towards the top of the configuration file. The former seemed to worke for the OSX Outlook client but consistently gave a "disconnected from server" error. With regards to the Squid Proxy configuration, one configuration worked for the Windows users, while the other configuration only worked for Mac OSX users. Most use Windows, others use Mac OSX or Linux. Our environment consists of a heterogeneous computer base. For the most part it worked, but discovered some problems along the way. We followed their instructions towards our initial configuration.
#Exchange proxy settings mac outlook 2015 how to
They have a howto on their website describing how to configure Squid to make it work. The Squid Proxy does have the ability to proxy RPC over HTTP. That requires the ability to proxy RPC over HTTP something Apache currently will not do due to the fact that Microsoft's Implementation does not conform to the HTTP protocol standards.Įnter Squid.

We already successfully setup Apache to support OWA, but management was putting pressure on us to support Outlook Anywhere as well. I haven't found one yet that covers any of the issues that we have encountered and fixed so here it is.Īs many others, we were out to find an alternative solution to proxying Outlook Anywhere. There are a good number of threads related to the setup of Squid to proxy Exchange OWA/Outlook Anywhere.
