Outlook Anywhere authentication problem

[disturbedone]

I recently set up Outlook Anywhere. It's pretty simple - right click the CA, enable, enter DNS name, select NTLM, save.

I tried my laptop but it always prompts me for credentials like it was using basic auth. I thought it might be a problem with my laptop so I just tried another and it does the same thing. It's not using NTLM. It does work if I enter credentials but it just prompts me when I connect. NTLM is selected in Outlook/Account Settings etc

Any ideas why?

 

[rjs]

Outlook anywhere gets its settings from the Exchange server. Check/change the settings there. Even if you change them on the local Outlook, it will reset based on how it is configured on the server.

 

[disturbedone]

Thanks. But I did set the server to NTLM when I enabled it (see initial post). I've double checked this in the EMC and it definitely says NTLM. But for some reason it looks like it's wanting Basic.

 

[ShackDaddy]

NTLM will only work if the connecting computer is domain-joined and is already authenticated with the domain. Is that true in your situation? If you have non-domain joined systems that will be connecting, they would probably want to use Basic.

Dave Shackelford
ThirdTier.net
TrainSignal.com

 

[disturbedone]

They're definitely domain laptops.

I've disabled Outlook Anywhere and re-enabled but still get the same problem.

 

[ShackDaddy]

Have you tested it at ExRCA.com? Just run the Outlook Anywhere test and let us know where it breaks down.

Dave Shackelford
ThirdTier.net
TrainSignal.com

 

[disturbedone]

Great website. Thanks for that. It could come in handy for other things.

The test passed with just these minor issues during the autodiscover:

Test Steps
 	
	Attempting to test potential Autodiscover URL [URL unfurl="true"]https://mydomain.com/AutoDiscover/AutoDiscover.xml[/URL]
 	Testing of this potential Autodiscover URL failed.
 	
	Test Steps
 	
	Attempting to resolve the host name cgs.act.edu.au in DNS.
 	The host name couldn't be resolved.
 	 Tell me more about this issue and how to resolve it
 	
	Additional Details
 	Host mydomain.com couldn't be resolved in DNS InfoNoRecords.

With regards to NTLM:

Testing HTTP Authentication Methods for URL [URL unfurl="true"]https://mydomain.com/rpc/rpcproxy.dll.[/URL]
 	The HTTP authentication methods are correct.
 	
	Additional Details
 	ExRCA found all expected authentication methods and no disallowed methods. Methods found: Negotiate, NTLM

and:

<AuthPackage>Ntlm</AuthPackage>

So it thinks it's all ok. Not sure how well it tests NTLM without having an actual domain laptop.

 

[disturbedone]

Googling shows lots of people having this issue but I haven't managed to find a definitive solution.

We need to apply SP2 at some stage so maybe that'll resolve it.

 

[disturbedone]

UPDATE: Applying SP2 fixed this problem!

 

[ShackDaddy]

Thanks for the update.

Dave Shackelford
ThirdTier.net
TrainSignal.com