Having an issue with a client Network we inherited. For some reason when a user opens up Outlook 2007 they are continually prompted to authenticate against autodiscover.domainname.co
m. Regardless of how many times users enter the correct credentials the box keeps reappearing. I have been troubleshooting the issue today and have realised that when the IIS Sites needed for Exchange Web Services are stopped this issue stops and Outlook works fine. Soon as the sites are started the issue with the password prompt reappears in Outlook. I have ran some tests today from both the Client Outlook and the Exchange Management Shell. Upon testing aoutoconfiguration settings in Outlook it says it auto discover to https://autodiscover.domainname.com
failed (0x80004005). When I run the cmdlet test-outlookwebservices from the EMS it returns with an error: 407 Proxy Authentication required. The company has a valid 3rd party SSL certificate for use with OWA. For some reason they are also have 3 more self signed certificates that are used internally.
For now I have just stopped the IIS sites so users can continue using Outlook in there office.
If any body can help on this issue then it would be much appreciated I can give more information if it is needed. Thank you in advance for any help.