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

Outlook 2011 keeps prompting for username and password

Posted on 2014-11-19
Last Modified: 2014-11-24
Hi Guys

Wonder if you guys came across this problem

Outlook 2011 keeps prompting for username and password for X user.

I have also another few mac users on the same domain that is working fine

About X user ( Problem account)
AD account on server 2012 R2
Exchange 2013 Sp1 Mailbox

Troubleshoot steps taking so far

-      Deleted old profile and created new profile in outlook 2011
-      Repaired Keychain
-      Reinstalled Office 2011
-      Used another test account on the same mac and is working fine
-      Setup X user account on another Mac with latest OS still prompting for username and password
-      Renamed X user account
-      Created a new mailbox for X user ( Still not working )
-      Created a new AD account for X user ( Still not working )
-      Active sync is working fine for X user
-      Mac Mail is working fine for X user

Went over AD security permissions and seems to be okay.

My guess is its related to the type of Authentication its using, but…… it’s a new AD account and mailbox

Tested X user account on a windows machine ( Outlook 2013 ) and its working fine

Any help will be much appreciated
Question by:dankilleen
  • 2

Expert Comment

ID: 40452213
Ive seen this a few times with differeing solutions.

This help?


Expert Comment

ID: 40452282

I had a similar problem for one of our customers before. I had to use also the exchange alias for my user in the username.

Try this as "username":

username:  [DomainName]/[UserName]/[Alias]
password:  [Domain Password]

Good Luck,


Accepted Solution

dankilleen earned 0 total points
ID: 40452367
Hi Guys

Thank you so much for the suggestions. I have manage to resolve my issue.

For some weird reason Mac doesn't like the £ key.

User X had a £ key as part of the domain password.

So for all the Mac users out there do not use a £ key as part of your password.

Author Closing Comment

ID: 40461701
For some weird reason Mac doesn't like the £ key.

User X had a £ key as part of the domain password.

So for all the Mac users out there do not use a £ key as part of your password.

Featured Post

Netscaler Common Configuration How To guides

If you use NetScaler you will want to see these guides. The NetScaler How To Guides show administrators how to get NetScaler up and configured by providing instructions for common scenarios and some not so common ones.

Question has a verified solution.

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

Suggested Solutions

Title # Comments Views Activity
Mac OS X Server cant overwrite old files 7 40
Guest Wireless in a Business Environment 6 90
Exchange 2013 certificate error 3 33
Windows PE .WIM files WDS issue 4 27
Understanding the various editions available is vital when you decide to purchase Windows Server 2012. You need to have a basic understanding of the features and limitations in each edition in order to make a well-informed decision that best suits y…
The article will show you how you can maintain a simple logfile of all Startup and Shutdown events on Windows servers and desktops with PowerShell. The script can be easily adapted into doing more like gracefully silencing/updating your monitoring s…
This tutorial will walk an individual through the process of installing the necessary services and then configuring a Windows Server 2012 system as an iSCSI target. To install the necessary roles, go to Server Manager, and select Add Roles and Featu…
This Micro Tutorial hows how you can integrate  Mac OSX to a Windows Active Directory Domain. Apple has made it easy to allow users to bind their macs to a windows domain with relative ease. The following video show how to bind OSX Mavericks to …

809 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