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OWA login message from Outlook

Posted on 2011-03-07
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Last Modified: 2012-05-11
SBS 2008sp2 with Exchange 2007 (build 08.01.0340.000). All PC's are XPpro running Office 2007.

Background - Original SBS2003 server failed some time ago. IT rep at that time installed this new SBS2008 server and migrated/imported Exchange Users into Exchnage 2007. All existing Domain/Exchange user accounts worked ok. OWA is enabled and availble to all users from internet or internal.

Problem - Created new domain user account in ADUC and created Exchange mailbox. Setup user on PC and configured Outlook to use Exchange account. Outlook connects to Exchange and will send/receive mail. Every few minutes a login window pops up saying "Connect to OWA.<domainname>.com" and Outlook shows "Needs Password". (See Attachment). I have also tried creating a new domain/exchange user using the SBS Management Console with identical results.

Have tried entering username, username@<domainname>.com, username@<domainname>.local all using domain password with no success. Have tested OWA by going to HTTPS://owa.<domainname>.com/owa using domain username/password successfully. Compared new user domain and Exchange mailbox settings against existing working users and they appear identical.

Original IT rep that installed new server had same issue. He apparently demoted PC from domain to workgroup, configured Outlook to Exchange, and had user login to Outlook/Exchange at PC login as a workaround. This apparently stopped the OWA login pop up but left PC out of domain.

 OWA-Message.doc
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Question by:garfoote
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LVL 36

Expert Comment

by:Jian An Lim
ID: 35065831
this only happens in outlook 2007 not outlook 2003 as the autodiscover process is different.

if you run a test e-mail autoconfiguration, and check which folder it is prompting, you will find that it actually trying to read a particular folder (maybe https://owa.domain.com/EWS or some folder that you do not have access to)

the most easiest way is to access

https://owa.domain.com/EWS/Exchange.asmx

it should not prompt you anything and display a xml file.
if you get a prompt, the outlook is doing exactly the same thing


EWS is just an example, it might be other folder that the outlook trying to access (like OAB or OWA or etc)
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Expert Comment

by:praveenkumare_sp
ID: 35088571
what is the authenticatio in RPC virtual directory in the IIS

u should have Basic / Windows Authentication


if u have anything else remove it
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garfoote earned 0 total points
ID: 35334854
Took some time but we were finally able to install SP3. It appears to have solved the login problem but it also created it's own self generated. SSL Certificate. Had to Download/Install a new certificate for OWA. Testing in progress now. Sorry for the response delay.
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LVL 36

Expert Comment

by:Jian An Lim
ID: 35338929
thanks, i will stop the delete process by object this cleanup process

please update when you have something,.
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Author Comment

by:garfoote
ID: 35880678
Got a suggestion from a different forum about doing the service pack update. This seemed to have fixed the issue
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Author Closing Comment

by:garfoote
ID: 35910006
Got a suggestion from a different forum about doing the service pack update. This seemed to have fixed the issue.
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