Outlook 2007 LogOn Prompt

I have some users who gets a login box for Outlook 2007.

The login prompt box says "Welcome back to mail.domain.dk".  I have a SBS 2008 and the problem is that i have a UCC installed and i have created a autodiscover.domain.dk A record in the DNS

The most wierd thing is that the Autodicover works sometimes only?!?!. Test the autodiscover settings from https://www.testexchangeconnectivity.com/ i get a success message.

However after a while(30 min. after) i test the autodiscover service through https://www.testexchangeconnectivity.com/ again and it fails. Then i have to make some changes on the IIS before the Autodiscover comes up again.

The changes i make is that under the Autodiscover site -> SSL Settings i uncheck the " Require 128 Bit" checkbox. When the Autodiscover fails again i check  it back to "Require 128 Bit. " I have to switch between these two settings..

I don't know what it could be..

Who is Participating?
databoksConnect With a Mentor Author Commented:
we don't use The owa.

I haven't created a Record for it in the DNS. In you link you write that we need the following:

•owa.domainname.com (the URL used for Outlook Web Access)
•remote.domainname.com (used in SBS 2008)
•servername.domainname.local (the internal FQDN of your Exchange Server)
•SERVERNAME (NETBIOS Name of your Server)

so i have to remove:


The outlook Web Access is on the server mail.domain/owa

So i guess i don't need it.

Can you please verify.

I have found how to add the domains in the certificate. I will only create the Remote WorkPlace through SBS console and on the Certificate Provider i will include the other urls.

Thnak you.

Glen KnightCommented:
There are a few issues that could cause this.  See my guide here for possible resolutions: http://www.experts-exchange.com/Software/Server_Software/Email_Servers/Exchange/A_2300-Outlook-continually-prompting-for-username-and-password.html

Did you use the wizard to create the certificate in the SBS Console, if not you should have.  Not doing so will create all sorts of problems.
databoksAuthor Commented:
No i created it through Exchange Shell Management. This is what Godaddy said.
Has Powershell sent you back into the Stone Age?

If managing Active Directory using Windows Powershell® is making you feel like you stepped back in time, you are not alone.  For nearly 20 years, AD admins around the world have used one tool for day-to-day AD management: Hyena. Discover why.

Glen KnightCommented:
You should always use the wizard with SBS.

I woukd suggest using the wizard in the SBS console an re-key the certificate.
databoksAuthor Commented:
What is the owa?

we are only using mail.domain.dk(SBS - by default it is called remote.domain.dk).

We have this in our UCC:

databoksAuthor Commented:
and also mail.domain.dk
Glen KnightCommented:
It doesn't matter if you have the correct names, you still need to use the SBS wizard to generate the request.
databoksAuthor Commented:
I have tried to re-key it from the SBS, but i can't add the other domains in the certificate.

I can only add one.

I have a UCC.
databoksAuthor Commented:
I found the issue in the cert.
Question has a verified solution.

Are you are experiencing a similar issue? Get a personalized answer when you ask a related question.

Have a better answer? Share it in a comment.

All Courses

From novice to tech pro — start learning today.