Server 2008R2 RDP services - users cannot save outlook password

Hi there Experts,

I'm a bit of a newbie at this, but I set up Server 2008 with remote desktop services for all the users to log in with their AD credentials in to their own profiles.

Exchange is hosted through Intermedia, which I'm guessing is working through Outlook Anywhere.

We're having an issue where Outlook prompts for a password whenever people log on the server and launches the application for the first time. It only needs to be entered once at the beginning for outlook to function normally during the terminal session, but the process repeats itself after they log out / log on.

I'm guessing that this is likely some setting that I am missing on the Remote Desktop Server where the passwords are cleared upon log off.

Can you help with some troubleshooting steps?

Who is Participating?
Will SzymkowskiConnect With a Mentor Senior Solution ArchitectCommented:
Check to make sure that you are using NTLM authentication in your Outlook client. If you are using Basic authentication it will prompt everytime regardless if you are on the domain or not.

You may also want to check what servers your Outlook is authenticating to by holding down ctrl+right click the Outlook system tray icon and go to "Connection Status".

Check this link for more options to check...

Hope this helps!
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