I am running Windows 7, Outlook 2007 (Office 2007 pro) and I'm connecting to our Exchange Server 2007 which is part of Small Business Server 2008.
Outlook 2007 on one client keeps asking for the password to the remote access URL. If I simply click cancel it's OK for a few minutes. Entering the password and clicking the save PW box does no good. Sometimes clicking cancel results in another dilog box asking the same thing and I may have to click cancel several times to get it to go away for a while. Occasionally Outlook may actually go into a mode where it says it needs the password typed so I click the link which brings the dialog back but simply clicking cancel will make Outlook connect again.
Can anyone help me?
Thanks!
Best Answer
Continous prompting in Outlook Anywhere
There is an issue when you enabled NTLM authentication in Outlook Anywhere when Exchange is installed on Windows 2008.
By default, Kernel Mode Authentication is enabled in IIS 7.0 on the Client Access server (CAS). To resolve this issue, disable Kernel Mode Authentication for Client Access servers that are running Windows Server 2008
open a command prompt window
cd \%systemroot%\system32\inetsrv\
AppCmd.exe set config /section:system.webServer/security/authentication/windowsAuthentication /useKernelMode:false
When you have the Outlook Anywhere feature configured on a Windows Server 2008-based computer that is running Terminal Services Gateway, you may experience the following symptoms:
If you enable Outlook Anywhere before you install Terminal Services Gateway, users cannot connect to their Exchange mailboxes by using RPC over HTTP.
If you enable Outlook Anywhere after you install Terminal Services Gateway, Outlook Anywhere users can connect to Exchange by using RPC over HTTP. However, after you open the TS Gateway Manager snap-in, Outlook Anywhere users can no longer connect to Exchange by using RPC over HTTP
http://technet.microsoft.com/en-us/library/bb123889.aspx