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Outlook 2007 and Windows XP prompted for invalid SSL Cert and Prompt for password

We are running Exchange 2010, with two CAS servers running WNLB

Getting a warning for invalid SSL certificate, if they click Yes it lets them pass..

They are being prompted for credentials as well. This happens ONLY on Windows XP machines with Office 2007 or one machine that is XP with Office 2010.

Windows 7 / Office 10 machines are completely fine.

mail.company.com is what our autodiscover relays, and the SSL Cert on there is valid until a month from now. We are going to get a new cert, but would this be the problem?

flaphead_com

would be interesting to see what the cert issue actually is and yes this can cause problems

Is office 2007 in cache mode? or online mode?

There is also a registry key I have used before. Will check when I get to work, but have a feeling it is from this: http://support.microsoft.com/kb/956531

and it's DisableTransientFailureAuthPrompts but will confirm in the morning

Exchange_Geek

There are some good troubleshooting steps mentioned here for WinXP, I could have copy pasted them - but that doesn't make sense.

http://ilantz.com/2011/02/08/authentication-pop-ups-and-annoyances-with-exchange-2007-2010-and-outlook-anywhere/

http://support.microsoft.com/kb/956990

Let me know if it doesn't help you.

Regards,
Exchange_Geek

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I found my own issue