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Exchange 2010 Outlook Anywhere prompts for credentials

Posted on 2014-07-18
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Last Modified: 2014-08-03
I need help. JOB on the line.
Exchange 2010 went offline today due to CPU and memory bottlenecking. Got it back up and clean but users can't get it from external networks. OWA if good, VPN, Local, all good.
Figure it is something with Outlook Anywhere port 6001 is open, certs are fine, and all should be good.
users get prompted, over and over and never allowed to authenticate in.

Any Idea I have been all over, re-enabled Outlook Anywhere, cleared client credentials, checked and rechecked and still no progress.
ry1972
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Question by:kryanC
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Expert Comment

by:Md. Mojahid
ID: 40205886
May be may cause to this error here is some helpful Step and link.

Did you check the authentication of the Outlook under Exchange Proxy Settings? Basic or NTLM? That should be the same as the server side which you configured on the Outlook Anywhere.

Additionally, please save passwords by using following method on the client:

a. Run control userpasswords2
b. Under Advanced tab, click Manage Passwords
c. Please add following entry:

Log on to: *.domainname (such as *.microsoft.com)
Username: domain\username
Password: password

Then, please restart the client to check whether we still need to provide password when log on Outlook.


Second one is You'r OL Anywhere possibly isn't set to Windows Integrated Authentication

http://technet.microsoft.com/en-in/library/bb124149(v=exchg.141).aspx

Third one is

Autodiscover is resolvable via DNS from outside, right?

Also, check all of your internal URI's. In my environments, I set the internal URI to be the same as the external URI for each one.

Here is a good reference.

http://jaworskiblog.com/2013/04/13/setting-internal-and-external-urls-in-exchange-2013/
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Author Comment

by:kryanC
ID: 40205913
Thanks for the response, The client still prompts and never reaches. We can resolve from outside and the internal URI is properly.
I did get an RPC 14 error running the autodiscover from outside.
This all was working yesterday and the server was rebooted and then the issues started. We are listening of 6001 and Anywhere is configured and enabled properly.

Ry1972


I
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LVL 12

Expert Comment

by:Md. Mojahid
ID: 40205916
Coming with All user or with some one?
 And also try to restart all service
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LVL 7

Expert Comment

by:Murali Reddy
ID: 40205932
check outlook connectivity settings using this, you can isolate the problem.

https://testconnectivity.microsoft.com
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LVL 1

Expert Comment

by:yaench
ID: 40206243
Do you have Split-DNS in place?

Please check from LAN & WAN
nslookup autodiscover-url
nslookup outlook-anywhere-url
nslookup casarray-url
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Author Comment

by:kryanC
ID: 40206274
All users, see a RPC over HTTP error 14 on test, no Split-DNS and resolve external to url proper.

Read something about valid_ports but don't know much and why it would be an issue after it was working as is for so long.

Ry1972
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Accepted Solution

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kryanC earned 0 total points
ID: 40226635
RPC service was the main issue. But during the initial crash IIS hung, and services dumped. Had to fix the IIS, redo many authentication setting therein and reset IIS. Then restarted all Exchange service and the RPC. This resolved the issue.

Ry1072
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Author Closing Comment

by:kryanC
ID: 40237097
This has been verified via logs sent to MS.
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