We recently upgraded to exchange 2013 and are having issues with outlook connecting. If you open up Outlook it just says "disconnected". I changed the settings to use Outlook Anywhere, and I get prompted for a username and password, but it doesn't take the credentials and continues to prompt me. OWA and ActiveSync are working with no issues. I also tried to create a new mail profile, but get "An encrypted connection to your mail server is not available" after typing in the credentials. I tried the unencrypted option as well with no luck.
We are using Outlook 2007 and 2010. We also have a few other exchange 2010 servers in the mix.
I have tried adjusting the IIS settings on the server with regards to ssl certificates and authentication and have ran multiple PS commands. I have tried to dig through IIS and event viewer logs, but can't seem to find anything. The only error that I can produce is "The autodiscover response did not return a URL for Exchanges Web Services" when running the "Test-OutlookWebServices....." command.
I am not sure if this is an issue with autodiscover, certificates, or possibly something pointing to the wrong server, etc..