Solved

Outlook Anywhere Authentication Issue NTLM/Basic

Posted on 2013-07-02
13
3,213 Views
Last Modified: 2013-07-31
Hey,

I have configured Outlook anywhere to run NTLM Authentication  but the settings on the local outlook keep reverting back to basic to which point Outlook stops working. I believe I have checked all the settings and look via the exchange command shell to which all have shown the correct NTLM setting.

Any ideas why the outlook client would keep reverting back to Basic Authentication

Thanks
0
Comment
Question by:Dan130
  • 7
  • 5
13 Comments
 
LVL 2

Expert Comment

by:JayCarter82
ID: 39292981
Are the settings on the local Outlook being governed by a GPO? If so that would be where I'd start.
0
 
LVL 1

Author Comment

by:Dan130
ID: 39293294
Hi Jay,

I double checked by no GPO is controlling the local outlook config.
0
 
LVL 1

Author Comment

by:Dan130
ID: 39296170
any ideas on this ?
0
PRTG Network Monitor: Intuitive Network Monitoring

Network Monitoring is essential to ensure that computer systems and network devices are running. Use PRTG to monitor LANs, servers, websites, applications and devices, bandwidth, virtual environments, remote systems, IoT, and many more. PRTG is easy to set up & use.

 
LVL 63

Expert Comment

by:Simon Butler (Sembee)
ID: 39296489
Do an Autodiscover test from a client first:
http://semb.ee/adt

See what is being returned to the client by the server.
How did you change the authentication settings? In EMC, EMS or IIS? Did you run IISRESET afterwards?

Simon.
0
 
LVL 1

Author Comment

by:Dan130
ID: 39297491
Hi Simon,

I have changed the settings in the EMC and EMS, I didn't touch the IIS manager. I have not run an IIS reset recently on the exchange server. the settings appear fine in both EMC and EMS both are set to NTLM but something is setting it back to basic so user cannot then log in to outlook.

the results. I can see in XML it says <OWAUrl AuthenticationMethod="Basic, Fba">https://mydomain.local.

is this related?

ill continue to review your webpage linked but its their anything else to try.

Thanks
0
 
LVL 63

Expert Comment

by:Simon Butler (Sembee)
ID: 39297954
No, that isn't correct.
When you run the test you should see a line for Outlook Anywhere.

It will say Protocol: Exchange HTTP and then further down Auth Package. That is what Exchange is configuring the client to use.

Simon.
0
 
LVL 1

Author Comment

by:Dan130
ID: 39299268
ok thanks yes I can see that's the Auth Package is "unspecified" how would I go about changing this. if this is unspecified is this why it keeps reverting back to basic?
0
 
LVL 63

Expert Comment

by:Simon Butler (Sembee)
ID: 39299519
That is probably the problem - it hasn't been configured correctly.
Your best option here is probably to disable and then re-enable Outlook Anywhere. You can do that through EMC. However you must wait until the event log on the server reports that it has been disabled (About 15 minute after making the change in Exchange) before enabling it again.

Simon.
0
 
LVL 1

Author Comment

by:Dan130
ID: 39299521
this is what I also got when using the command get-outlookanywhere
outlookanywhere.PNG
0
 
LVL 63

Expert Comment

by:Simon Butler (Sembee)
ID: 39299536
Do you have the RPC virtual directory in place?
It might be that there is an issue with IIS instead.
In that case, disable Outlook Anywhere in Exchange, wait for the event log.
In Roles and Features, remove the RPC Proxy component from IIS.
Run IISRESET.
In IIS manager, remove (if present) the RPC and RPC-with-cert virtual directories.
Run IISRESET again.
Reinstall the RPC Proxy.
Finally enable Outlook Anywhere.

Simon.
0
 
LVL 1

Author Comment

by:Dan130
ID: 39299553
Ok I have disabled outlookanywhere

removed the RPC proxy
run iisreset
I have removed RPC and RPC with cert as they were both present
run iisreset

are removing the role the server needs a restart during the day i will not be able to preform this on a live server, so will need to restart exchange install the feature and then enable outlookanywhere
0
 
LVL 1

Author Comment

by:Dan130
ID: 39300320
Followed as planned but still the issue persists. the issue does look related to IIS rather than EMC all of the correct settings are in place.
0
 
LVL 63

Accepted Solution

by:
Simon Butler (Sembee) earned 260 total points
ID: 39303826
You are getting the same issue - the authentication setting is coming back as unspecified?
That is unusual, and would point at an issue with the IIS metabase. The only way I know to fix that is to remove IIS completely. That means removing the CAS role on Exchange first.

Simon.
0

Featured Post

Free Tool: Subnet Calculator

The subnet calculator helps you design networks by taking an IP address and network mask and returning information such as network, broadcast address, and host range.

One of a set of tools we're offering as a way of saying thank you for being a part of the community.

Question has a verified solution.

If you are experiencing a similar issue, please ask a related question

Exchange server is not supported in any cloud-hosted platform (other than Azure with Azure Premium Storage).
A list of top three free exchange EDB viewers that helps the user to extract a mailbox from an unmounted .edb file and get a clear preview of all emails & other items with just a single click on mailboxes.
The video tutorial explains the basics of the Exchange server Database Availability groups. The components of this video include: 1. Automatic Failover 2. Failover Clustering 3. Active Manager
A short tutorial showing how to set up an email signature in Outlook on the Web (previously known as OWA). For free email signatures designs, visit https://www.mail-signatures.com/articles/signature-templates/?sts=6651 If you want to manage em…

839 members asked questions and received personalized solutions in the past 7 days.

Join the community of 500,000 technology professionals and ask your questions.

Join & Ask a Question