Solved

Outlook 2013 -Exchange 2013 NTLM Stuck on NTLM Auth method

Posted on 2014-02-06
2
662 Views
Last Modified: 2014-03-03
I keep getting prompted for my user ID and password because proxy auth method is set to NTLM.  We are trying to move over to Exchange 2013 and I'm one of the betas.  With our old Exch 2007 server and older outlook I could just set this to basic auth and the setting would stick.  Does anyone know why I can't get this setting to be persistent?  Thank you.
0
Comment
Question by:amigan_99
2 Comments
 
LVL 53

Accepted Solution

by:
Will Szymkowski earned 500 total points
ID: 39839537
Do you have your Exchange 2013 CAS server setup with the proper certs? When you introduce any new Exchange server version into your environment configuring the CAS is the first step you need to do.

Authentication issues happen due to a few things
- Virtual Directories set with the proper authentication
- Certificates are correct for Exchange

If you have Exchange 2013 and 2007 in the same environment I would assume that you have setup your certs in the following way...
- autodiscover.domain.com
- mail.domain.com
- legacy.domain.com

Your CSR should be created from the new Exchange server (SAN Cert) and then imported to the 2013 CAS server (or load balancer if used) and also on your Exchange 2007 CAS server/s.

You will then need to change the virtual directories on Exchange 2013 to match what you had on Exchange 2007 (ews, owa, powershell, eas etc).

Then on your Exchange 2007 server you will then modify your Virtual Directories to point to legacy.domain.com/ews, legacy.domain.com/eas etc.

When users connect they will contact Exchange 2013 first and get re-directed if they have a mailbox on Exchange 2007.


Also when you are opening your Outlook and getting prompted hold ctrl+right click the outlook icon in the system tray and select "connection status" This will show you what servers your Outlook client is authenticating to.

If you use Basic Authentication on Exchange 2007 for RPC over HTTP (outlook anywhere) you will need to change this to NTLM.

Will.
0
 
LVL 1

Author Closing Comment

by:amigan_99
ID: 39901504
Thank you.
0

Featured Post

Revamp Your Training Process

Drastically shorten your training time with WalkMe's advanced online training solution that Guides your trainees to action.

Question has a verified solution.

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

Suggested Solutions

Are you unable to connect or configure Hotmail email account in Microsoft Outlook 2010, 2007? Or Outlook.com emails are not downloading to Outlook? Lets’ see the problem and resolve Outlook Connector error syncing folder hierarchy (0x8004102A).
In this step by step procedure, you will come to know the details of creating an Outlook meeting in 2007, 2010, 2013 & 2016.
This video shows how to remove a single email address from the Outlook 2010 Auto Suggestion memory. NOTE: For Outlook 2016 and 2013 perform the exact same steps. Open a new email: Click the New email button in Outlook. Start typing the address: …
Exchange organizations may use the Journaling Agent of the Transport Service to archive messages going through Exchange. However, if the Transport Service is integrated with some email content management application (such as an antispam), the admini…

730 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