Solved

Exchange Autodiscover prompting multiple times for user/password

Posted on 2009-04-06
3
1,436 Views
Last Modified: 2012-06-27
Hi there,

I have, I think, a problem with the Autodiscover feature on an Exchange 2007 setup. It works, however it just prompts for a username and password multiple times before it does. Is this how it's supposed to be?

The setup is Exchange 2007 SP1, on Server 2008 with 3 CAS, 2 Edge and 2 Hub servers, along with 3 Mailbox clusters.

I wonder if anyone has come across a similar issue, or is this just a "feature" ?
0
Comment
Question by:brislane
  • 2
3 Comments
 
LVL 65

Expert Comment

by:Mestha
ID: 24076251
It shouldn't prompt at all if the client is a member of the domain. While Microsoft may do some things that make everyone scratch their head at times, having something prompt over and over again would not be acceptable.

Repeating prompts means either it is connecting to the wrong place or there is another configuration issue somewhere.

Therefore the first thing to do is ensure that autodiscover.example.com resolves correctly (where example.com is your public domain name).

Use the autodiscover test tool (hold down ctrl while right clicking on the Outlook icon in the system tray and choose Test Email Auto Configuration) to ensure that it is pointing to the correct places.

Simon.
0
 
LVL 2

Author Comment

by:brislane
ID: 24076473
The client is not a member of the domain. It's using Outlook Anywhere to connect.

autodiscover is resolving correctly, or else it wouldn't work at all after prompting for the user/pass several times.
0
 
LVL 65

Accepted Solution

by:
Mestha earned 500 total points
ID: 24077451
Autodiscover makes a number of attempts to connect to various URLs, which could be the cause of the prompts. For example it connects to example.com/autodiscover/ etc... so if you don't have the root of your domain configured correctly, then you could get authentication prompts.
As I said above, you need to test Autodiscover and see where it is pointing.
You could also try the Autodiscover test from the Microsoft test site:
https://www.testexchangeconnectivity.com/

Simon.
0

Featured Post

Does Powershell have you tied up in knots?

Managing Active Directory does not always have to be complicated.  If you are spending more time trying instead of doing, then it's time to look at something else. For nearly 20 years, AD admins around the world have used one tool for day-to-day AD management: Hyena. Discover why

Question has a verified solution.

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

Suggested Solutions

A safe way to clean winsxs folder from your windows server 2008 R2 editions
MS Outlook is a world-class email client application that is mainly used for e-communication globally.  In this article, we will discuss the basic idea about MS Outlook, its advanced features, and types of MS Outlook File formats.
This tutorial will show how to configure a new Backup Exec 2012 server and move an existing database to that server with the use of the BEUtility. Install Backup Exec 2012 on the new server and apply all of the latest hotfixes and service packs. Theā€¦
how to add IIS SMTP to handle application/Scanner relays into office 365.

777 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