Prompted for Remote.Domain.com password in Outlook 2007 small business

Posted on 2010-01-11
Medium Priority
Last Modified: 2013-11-29
Server configuration;
SBS 2008, Exchange 2007, Rollout 9 installed
Workstations configuration;
Windows XP SP3 Office 2007 Small Business
When opening outlook getting prompted for 2 user name passwords, 1st is for actual mail from the SBS server, the other is for Remote.domain.com site. Entering windows long info in the non remote.domain.com authentication resolves its need unless u reboot etc etc. As for the remote.Domain.com no password works, and needs canceling twice ever 20 minutes or so. Unacceptiable, can someone advise a possible scenario to resolve this issue, Cheers
Question by:Sc0tsm4n
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LVL 74

Accepted Solution

Glen Knight earned 2000 total points
ID: 26290740
Have you got a UCC/SAN certificate installed? If so does it have the record autodiscover.domainname.com in it?

Also do you have an A recors in your external DNS for autodiscover.domainname.com it should be pointing to the same IP as your Outlook Web Access URL.

For the second prompt you can try the above.
I have had mixed comments some say the first work and some say the second work but the second one seems to be winning at the moment:


See the section about enabling Kernel Authentication: http://social.technet.microsoft.com/Forums/en-US/exchangesvradmin/thread/0c94187d-bc97-4fa5-9413-e8762a25a360

Author Comment

ID: 26293245
Have you got a UCC/SAN certificate installed? If so does it have the record autodiscover.domainname.com in it? where would this info be? SBS 2008 is really kicking my ass... everything else on the box is working i will try what you have suggested and get back to u

Author Closing Comment

ID: 31675950
Your solution plus the Rollup 9 resolved the issue thanks
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Expert Comment

ID: 26473837
did you find a solution?

I've got the same, but windows vista en windows 7 computers are running fine.
Entering the login and pass just once, and it's connected.

On windows xp computers, it keeps asking for the login credentials...
LVL 74

Expert Comment

by:Glen Knight
ID: 26473855
This question has been closed, you should really open your own question.

Expert Comment

ID: 26473867
I know, but first search the forum, maybe someone has already the solution...
LVL 74

Expert Comment

by:Glen Knight
ID: 26473872
People are unlikely to respond to questions that have already been closed.

Expert Comment

ID: 26474533
correct, thanks for the information!

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