Constantly asking for authentication in MS Outlook


I am part of a network every so often when I open ms outlook it's asks for username and password to log about 10-15 times, then the message goes away.

This happens once every 3-4 days.

I have reset my password in exchange I still have the same issue.

Any ideas.

Thank you.
ZackGeneral IT Goto GuyAsked:
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Hendrik WieseConnect With a Mentor Information Security ManagerCommented:

Please try the following:
1. Close outlook
2. Open %userprofile%\AppData\Roaming\Microsoft\Protect
3. Rename the folder to OLD at the end
4. Restart machine
5. Outlook will ask for the password, enter the password and click remember credentials
6. Problem should now be solved

Hope this helps!!!
Sushil SonawaneCommented:
Please make sure exchange server service pack update.
Are you using Exchange 2007/2010 with Outlook 2010 by any chance?

If this is the case are you using self-signed certificate on your Exchange?
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ZackGeneral IT Goto GuyAuthor Commented:
iam using exchange 2010

self-signed certificate on your Exchange?

what does this mean how to do i verify?

thank you.
Did you buy any certificate for your exchange/OWA?

To verify you can just go to:


on your Exchange server and see what certificate it's using.

Also to troubleshoot you can use:

It's step by step testing and it gives you where  you have miss configured.
Sushil SonawaneCommented:
problem happen with all user or single user.
ZackGeneral IT Goto GuyAuthor Commented:
Thank you so much this has been nagging me for the past 2 weeks. :)
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