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Outlook autodiscover popup issue - SBS 2008/Exchange 2007

Ok, here we go..  The main problem is my outlook clients are getting username/password popups constantly.  I have created, bought, and installed a UCC via exchange management shell for mail.mydomain.com, autodiscover.mydomain.com, and myserver.mydomain.local

1)  I am under the impression that it is an autodiscover issue, and I use the following commands to update the autodiscover properties:

Set-ClientAccessServer -Identity CAS1 -AutodiscoverServiceInternalUri https://webmail.mycompany.com/autodiscover/autodiscover.xml

Set-WebServicesVirtualDirectory -Identity CAS1\EWS (Default Web Site) -InternalUrl https://webmail.mycompany.com/ews/exchange.asmx 

Set-OABVirtualDirectory -Identity CAS1\oab (Default Web Site) -InternalUrl https://webmail.mycompany.com/oab

Set-UMVirtualDirectory -Identity CAS1\unifiedmessaging (Default Web Site) -InternalUrl https://webmail.mycompany.com/unifiedmessaging/service.asmx

The first command entered successfully, the last 3 errors out saying "default web site could not be found on domain controller"

2)  I have also been told to go in IIS on the Exchange server.  (since it is SBS its all the same server)  Under Autodiscover properties> Directory Security> Authentication Methods> check "Integrated Windows Authentication".

well, I cant seem to find the autodiscover virtual server to view the properties.

 I hope this makes some sort of sense, please feel free to ask any questions you need to help me sort this out.
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1 Solution
Alan HardistyCo-OwnerCommented:
Exchange 2007 Service Pack 1 Rollup 9 should solve your username / password popup issue.  Please download and install it:
If you already have rollup 9 or above check these.

In SBS 2008 Exchange virtual directories are under SBS Web Application

Change the command
Set-WebServicesVirtualDirectory -Identity CAS1\EWS (SBS Web Application) -InternalUrl https://webmail.mycompany.com/ews/exchange.asmx 

Note: SBS Web Application is case sensitive check in IIS and then type.

The Domain name (webmail.mycompany.com)in Url that you are specifying should be in SAN certificate and you should be able to resolve it to the CAS server Can you ?

Check these Authentication types for virtual directories as well:

IIS >SBS Web Application

SBS Web Application Should have annonymous and no SSL
1) Autodiscover: Basic and Integrated authentication SSLOptional
2) EWS : Integrated authentication NO SSL
3) Exadmin : Basic and Integrated authentication NO SSL
4) Exchange : Basic and Integrated authentication SSL optional
5) Exchweb : Basic and Integrated authentication NO SSL
6) Microsoft-Server-ActiveSync: Basic authentication SSLOptional
7) OAB : Integrated authentication NO SSL
8) OWA : Basic authentication SSL Optional
9) Public : Basic and Integrated authentication SSL Optional
bensc2367Author Commented:
Thank you very much, I have been going crazy with this for a week or 2 now - so glad it was a quick fix.  Cheers
bensc2367Author Commented:
Thanks to both of you, I awarded points to alan because that fixed the specific issue i was having.  BTW I had to run the update rollup as administrator via command line in order for it to install properly.  I followed these guidelines - http://blog.mpecsinc.ca/2008/10/sbs-2008-exchange-2007-update-error.html

Sing that is also very helpful and should help me with the errors i'm getting on the other 3 commands.  cheers to you both

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