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Each time I start Outlook I have to enter the Exchange credentials for each account I have defined in the profile. Due to the fact the profile has 5 accounts it becomes a bit tiresome.

This Outlook is running on a LAN which is connected to the Exchange via VPN and it is on another subnet.

The Outlook running inside a Terminal Server session works fine and doesn't ask for the credentials even that profile has more accounts defined.

Of course, I check the option for save the credentials. I deleted already the profile and re-entered all accounts. When I was asked there to enter the credentials so I checked the option to save the data.

As long Outlook is open I am not asked anymore and everything works finr - so it is not similar to this question on ServerFault.

What can it be and how do I get rid of it?


  • Exchange 2010
  • SBS 2011 Standard
  • Outlook 2013

This is the dialog I see each time I start Outlook. Some parts are in German.

enter image description here

2 Answers 2

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Having met the same issue with you, then I took the suggestions in How to get rid of the password prompt every time you open Outlook it works. However, there are a lot of causes for this issue. If you click cancel, do Outlook change to Disconnected, goes into Need Password state or remains Connected? Similar issue for your reference https://social.technet.microsoft.com/Forums/en-US/116fa7cd-82f8-447c-b3f1-db2cbf0c6b66/outlook-anywhere-prompts-for-password-in-outlook?forum=Exch2016SD

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  • Read my answer. +1 because you put me into the right direction. Anyway, it was still a pain and playing around for 2 hours until I realized what is going on! May 29, 2019 at 20:21
  • It's glad to hear that your problem has been solved, thanks for your sharing. May 30, 2019 at 9:35
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The answer from Beverly Gao put me in the right direction.

The problem was that I didn't add the domain to the username when I connected the first time to the Exchange Server. Therefore there was only one entry in the Credential Manager with the last username/password I entered.

This means, when I entered the credentials for USER1 Windows updated the entry for USER1. Then, due to the fact I have 5 accounts in the profile, I was asked for the password of USER2, USER3, USER4 and USER5. Each time I entered the credentials for one user Windows overwrote now the entry for the previously entered user - and so on.

The below screenshot shows what I mean. Before I started to add the domain there was only the last entry AAEB-SBS201WX... which is my Exchange. So, Outlook never had a chance to get the correct credentials for the 5 accounts because the Credential Manager had only one entry - for the last entered user/account.

Now, as you can see in the screenshot each account is saved with the domain and username and it works finally. You see in the screenshot the \ which is separating the domain and username.

I kept for the screenshot the last entry. Now it doesn't exist - only the entries with the DOMAIN\UserName format.

I was not aware of the need to provide the domain because inside the Windows Terminal Server it isn't needed. As I wrote, I am connecting via VPN to the SBS which is in another subnet.

enter image description here


PS: Please feel free to correct my English.

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