We got this new feature in Outlook 2010 that supports connecting to as many as three Exchange accounts from a single profile. This allows me to click New E-mail in the ribbon while looking at the Inbox of my second Exchange account and the message will be automatically be sent from my second Exchange account. It also puts the sent messages in the right “sent items” folder. This is great! ...and it works fine, except that I get prompt for username and password every time i start Outlook. (This in only the case when we configure outlook to work with several accounts, not with a single account.) The passwords is not retained even though I chose to save the password. In Windows 7: “Control Panel -> User Accounts -> Manage Windows Credentials” it creates credentials in the form of MS.Outlook:<USERNAME>@<EXCHANGESERVER>:PUT in addition to a couple of Windows credentials but it seems that it just saves the last username/password I have entered. I have tried all described in this post: http://social.technet.microsoft.com/Forums/en-US/office2010/thread/cd38f3f2-892f-470c-b52e-17b8beeb275e/ with no results and the https://www.testexchangeconnectivity.com/ tells me that it`s all ok. Is this a misconfiguration in exchange? a security feature/ bug or what?

Hi, Did you check this link: http://support.microsoft.com/default.aspx?scid=kb;en-us;290684&Product=ol2002Regards from www.windowsadmin.info

If Philip's link doesn't solve your problem, try to create a new windows profile Have they recently been migrated?Jonas Andersson MCTS: Microsoft Exchange Server 2007/2010 | MCITP: EMA 2007/2010 | Blog: http://www.testlabs.se/blog | Follow me on twitter: jonand82

I have created a new Outlook profile, started outlook in safe mode, Disabled all COM add-ins. I even tried to do a reinstallation of windows 7 on a computer (without any antivirus software) and created a new AD-user with a new mailbox. No luck. This problem occurs on multiple computers for multiple users on both XP and Windows 7. I suspect the problem is on the server side. None of the users is migrated. This is a clean installation of Exchange 2010SP1 on an domain member server and it`s the first exchangeserver ever in this domain.

Hi Are you using Outlook Anywhere? If yes, which authentication method are you using?Jonas Andersson MCTS: Microsoft Exchange Server 2007/2010 | MCITP: EMA 2007/2010 | Blog: http://www.testlabs.se/blog | Follow me on twitter: jonand82

Yes, I`m using Outlook Anywhere with NTLM-authentication. I`ve also tried without it.

Hi, That's normal behaviour since the Windows Profile can only store one user's crenditial at the same time. Thanks AllenAllen Song

Are you sure this i normal behavior? I spoke earlier with a person in microsoft who said she had tried this scenarios and that it should work.. But she couldn't help me.

Hi, It's weird. I can reproduce this issue on my lab, and also let my colleague do the same test. Is your secario same as below my test? I created two different accounts for the Outlook profile, and open one of them, click Save password. Then closed the Outlook, the password would be displayed when switching the other account. If I saved the password for the current profile, it would be same issue for the original account. If we have the same issue, I am sure the issue is by design for the Windows Profile. Thanks AllenAllen Song

Thanks for your time! Well, yes. I created two different accounts for A SINGLE Outlook profile. I then get prompt for the passoword for both accounts when i open Outlook. If I click "Save password"on both account and then close Outlook, I get prompt for password on the first account when i reopen Outlook. It seems to me that windows only saves the last credential i entered.

Hi, That indeed is the limited of the Windows Profile. AllenAllen Song