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Exchange 2010-Outlook 2010 Login prompts

Posted on 2013-05-10
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Last Modified: 2013-05-21
Hi All
Seems to be fairly common. I have searched and couldnt find one in relation to our setup. Lots Exchange 07, with Outlook 10.

We're a Exchange 10 SP3, Outlook 10 SP1 shop.  Users are constantly being prompted for login credentials.  This includes myself, so Im aware when it happens.  

I have been wire sharking for day now, since this has been pushed to top priority. I can supply logs or screen shots, if needed.
I'll list now couple things I've seen people do or try.

We're in BASIC not NTLM(we're live right now, so i didnt bother changing the setting)
Where can I find the autodiscovery settings?  I havent confirmed these settings.
Furthermore all setup settings, in all server properties it is httpS://mail.xxxx.com. Does this mean it has to be set to NTLM?

When i do a echo %logonserver%, the //<servername> listed; is NOT listed under system settings tab od my AD Servers.  Does this matter?  Is their a disconnect somewhere?

What else you all need from me?  And suggestions, and questions are appreciate.

Thank you all. I know its lots of questions, hope you can help.

(I forgot one thing. I am currently in cached mode, and it happens. I removed cached mode, and it continues to happen as well)
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Question by:nociuduis
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Accepted Solution

by:
Simon Butler (Sembee) earned 1500 total points
ID: 39157228
If you are using Outlook Anywhere with Basic Authentication then you will get authentication prompts. However internal clients shouldn't be using Outlook Anywhere.

Nothing that you have written says that this is any different to the usual causes of the popups - Autodiscover URL being wrong and/or SSL certificate issues.

Is the SSL certificate trusted or self signed?
Run
get-clientaccesssserver | select identity, AutodiscoverServiceInternalURI

The value returned should
a. Resolve to the Exchange server INTERNAL IP address.
b. Be in the SSL certificate list

If not then that will cause the problems that you are seeing.

Autodiscover is based on the configuration of Exchange, it isn't something that you set.

Simon.
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Author Comment

by:nociuduis
ID: 39157276
Fot the sake of the threat: proper command is:
Get-ClientAccessServer | select -Identity, -AutodiscoverServiceInternalURI

I got no result.  So what are my next steps?

Thanks for response.
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LVL 63

Expert Comment

by:Simon Butler (Sembee)
ID: 39157923
The command that you have posted is wrong. Mine has a small typo in it - too many S

get-clientaccessserver | select identity, AutodiscoverServiceInternalURI

You don't put a hyphen in front of the select values.

Simon.
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Author Comment

by:nociuduis
ID: 39161771
The display was https://<exchangename>.<company>.com/autodiscover

Does this make sense?
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LVL 63

Expert Comment

by:Simon Butler (Sembee)
ID: 39161862
That isn't correct.
It should have been

https://host.example.com/Autodiscover/Autodiscover.xml

where host.example.com is a host name on your SSL certifcate that resolves internally to the Exchange server. It must not resolve to an external IP address and must be on the certificate.

Simon.
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Author Comment

by:nociuduis
ID: 39162093
You're correct, that was the info, that was displayed.
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