I am having and internal issue with my outlook 2007 clients, they can connect to their mailbox however they are getting prompted for their username/password when they open Outlook.
The interesting thing about this issue is, when I remove my OWA DNS pointer, pointing to my ISA in my DNS which is mail.domain.com it doesn’t prompt them for their password anymore.
I do use mail.domain.com for Outlook Anywhere / OWA and that is the CN of my Cert. We host 8 company domains so I have a UCC with Godaddy and I have it configured as followed.
CN = mail.domain.com
Now I also added in mail.domain 1-8.com as well in the UCC but I am thinking this is pointless as I have my ISA06 configured to redirect all to mail.domain.com for OWA. So I believe I can remove those from the SSL and free up some room.
I noticed a lot of articles state that you should add your “internal server” however because I manage my internal DNS I have my Client Access Server configured for the same “Internal / External address of mail.domain.com” is this wrong?
My outlook anywhere works perfectly outside of the company and I don’t mind that my laptop users using this feature must enter their password each time. However my internal users shouldn’t be getting prompted for this.
Also the outlook anywhere clients are able to configure them self so this means auto discover must be working.
I am not 100% sure what other information you may need to help me solve this issue but please let me know and I will post whatever maybe needed.