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Outlook setup and authentication problem

Posted on 2011-03-09
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Last Modified: 2012-05-11
Hi there,

I’m having a strange issue which seems to be happening to just one of my PC’s.  During the initial Outlook profile setup, where I enter the server name and user name, I hit the ‘Check Name’ button and from there I can’t get authenticated.   The authentication box pops up like it should, I enter DOMAIN\USER and my password, hit okay, then the box just pops right back up like it isn’t even trying to authenticate with the email server.  

I’ve done this same setup countless times before on different hardware with no issue.  

Here’s some of the troubleshooting I’ve done as well as other info:

-      Verified DNS connectivity, even tried static setting in the host file with no luck
-      Verified authentication by browsing to \\emailserver and authenticating with the same credentials that way, no problem at all
-      This setup worked earlier today on a different laptop (different model) no problem
-      OWA works fine from this laptop
-      Don’t see anything in the logs locally, on the DC, or on the email server itself
-      Tried disabling AV real-time protection and firewall, no help

I’m getting stumped here, anyone have any ideas?  
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Question by:_enIT
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by:FDiskWizard
ID: 35083404
You covered most things I would suggest, but I would double-check network config/DNS.
Can they login to the machine easily? i.e. it doesn't take forever to login?
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Expert Comment

by:burgerbone
ID: 35083427
Make sure that "Hide from Exchange address list" under Exchange Advanced is not selected under the users profile.

-Kevin
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by:_enIT
ID: 35083571
This machine isn't a member of the domain, just a workgroup.  I've ran into this same situation a long time ago without figuring it out and joining the domain first worked in that scenario, but it isn't an option here.  

It should work, I've done this many times before on all sorts of different laptops without an issue.  I did it yesterday to a different laptop, which wasn't on the domain, with no problem.

My mailbox definitely isn't hidden, that's one of the first things I checked.

I just tried setting up a completely separate account on a different email server with no luck either.  Same issue is occurring.    

I just don't understand what's preventing the Outlook portion from authenticating.  It's driving me nuts! :)  
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by:FDiskWizard
ID: 35086214
Check security/app logs on the Exchange server? and maybe on the DC..

yes, I've setup non-domain machines before also.
Try browsing to the server using different methods. Including WINS only. And DNS only.
For instance:
\\10.1.1.1\
\\exch01\
\\exch01.mydomain.local\

If there is a resolution issue, that would probably point it out.
Maybe it's a porblem with the security policy on the machine.. we had someone once that fiddled with his local policy, so that ALWAYS require secure server connection.... was enabled. That broke some things. :)

I think you've used different accounts, correct? So I doubt it is a security issue on the account.


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_enIT earned 0 total points
ID: 35462979
Turned out to be something wrong with the PC image, I rebuilt the PC from scratch and it works fine now.  
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by:Alan Hardisty
ID: 36547879
This question has been classified as abandoned and is closed as part of the Cleanup Program. See the recommendation for more details.
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