Some Outlook clients are alerting for “need password”. Even after the password is entered, a box pops up requesting the password for the user again, thus creating a never-ending cycle. Sometimes, a computer reboot will help or choosing “Work Offline” followed by clicking it again works sometimes. However, the issue eventually resumes, and some of the time these don’t fix it at all. I had luck once with restarting the Exchange Server, but event that doesn’t seem to help. As a last resort, I have had to remove the Outlook profile from a computer and then add it back to fix the problem. Once again, this only fixes it until it happens again, and isn’t a permanent fix.
It doesn’t happen for all users, but I have seen it occur on 2003, 2007, and 2010(beta) versions of the Outlook client. When it does happen, it seems to occur to the same users multiple times (this could be that not all users report it everytime).
I have checked my certificatenames i.e. autodiscover etc and they appear correct and it resolves correctly. Any ideas?