Issue with Outlook 2010 - connecting to exchange on SBS 2008 - always ask's for users password

Posted on 2010-09-21
Last Modified: 2012-05-10
We've just setup a fresh SBS server 2008, and several windows 7 workstations all woth Outlook 2010 installed. When we initially set each PC up they worked fine discovering exchange autofilling the username in and connected as you would expect. the following day each machine was asking for a password upon opening Outlook and upon sending and recieving, we also had the same issue with outlook on the server itself.

They were on a dynamic WAN IP address which has now been set to Static and we've reissued the self certificate and it seems to have fixed the issue with Outlook on the server... however the machines are still the same.

I have also tried disconnecting a machine from the network and reconnectin/resetting up Outlook but still have the same result.

Please Help
Question by:mendmycomputer
Welcome to Experts Exchange

Add your voice to the tech community where 5M+ people just like you are talking about what matters.

  • Help others & share knowledge
  • Earn cash & points
  • Learn & ask questions
  • 2
  • 2
  • 2
  • +1

Expert Comment

ID: 33723520
Can you confirm the authentication method used in Outlook profile ?

Are users loggin on machines with the same account which is associated with mailbox ?

Expert Comment

ID: 33723890
You need to add your Windows 7 workstations to your SBS server 2008 "domain". One way of doing this is to right-click on "My Computer" and choose "Properties".
Click on "Change Settings" and then click "Change" button. That is where you can click "Domain" radio button and enter the name of your SBS server 2008  domain.
LVL 31

Accepted Solution

MegaNuk3 earned 500 total points
ID: 33723906
Have you installed SP2 or SP3 for Exchange 2007 on there? SP2 fixes a lot of password prompt issues.
Free NetCrunch network monitor licenses!

Only on Experts-Exchange: Sign-up for a free-trial and we'll send you your permanent license!

Here is what you get: 30 Nodes | Unlimited Sensors | No Time Restrictions | Absolutely FREE!

Act now. This offer ends July 14, 2017.


Expert Comment

ID: 33724003
Good point MegaNuk3,
In my experience, it was sufficient to run Windows Updates on SBS server 2008.

Author Comment

ID: 33724281
Hi There, In answer to questions as presented, the users are logging on to the domain with the same details as Outlook was automatically configured to use.

And no we hadn't installed any service packs for Exchange 2007 which is currently build 08.01.0240.006 which i believe is SP1, we had done windows updates which of course doesn't check this :/

I will download the service pack(s) and update on the outcome.

Author Comment

ID: 33724301
Not 100% clear on MS download site but can i go straight from SP1 to SP3 without downloading and installing SP2  first?
LVL 31

Expert Comment

ID: 33724740
Go straight to SP3:
SP3 on SBS2008 no longer requires an install tool:

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

You need to know the location of the Office templates folder, so that when you create new templates, they are saved to that location, and thus are available for selection when creating new documents.  The steps to find the Templates folder path are …
This article describes how to import an Outlook PST file to Office 365 using a third party product to avoid Microsoft's Azure command line tool, saving you time.
The basic steps you have just learned will be implemented in this video. The basic steps are shown to configure an Exchange DAG in a live working Exchange Server Environment and manage the same (Exchange Server 2010 Software is used in a Windows Ser…
This is my first video review of Microsoft Bookings, I will be doing a part two with a bit more information, but wanted to get this out to you folks.

687 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