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Outlook Anywhere prompt for password

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Hi,

I have an Exchange 2010 server that I help to manage.  We use Outlook 2010 - Outlook Anywhere connections in the office.   The Exchange server is actually off site, so I have my clients setup to cache a local copy of their Outlook for performance reasons.  We use basic authentication.  

I have one mailbox that is having password issues.   Sometimes (not always) when the user opens Outlook, the password prompt will come up (even though we choose to save the passwords).   Usually when this happens the password entered will not work; however, after waiting a period of time, (between 5-20 minutes), the Outlook client will finally be allowed to login.  This is happening for the same mailbox on two different machines.  I have several users in the office who share mailboxes like this (usually Directors and their assistants) but none of them have had the same issue.   At first I though that one of the two computers might be kicking the other out.  I went into credential manager on both machines (within minutes of each other) can cleared the passwords from the vault.   This worked for a short period of time, but usually within a day or two the issue comes back.   The fact that it will eventually work is confusing.   Both are using stable network connections, so not sure what the problem might be.

Any help would be greatly appreciated!

Tbrewer


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