Users have always used Online mode in Outlook but we recently switched a few users to Cached mode. For the users using Cached mode, they are randomly getting a popup prompt for their password. They don't need to enter anything they can just hit cancel and everything works fine but it is annoying the users. Would enabling Outlook diagnostics help to diagnose the issue? How can we determine the cause /resolution of these password prompts?

What version of outlook 2007? Make sure you're on the latest? Description of the Outlook 2007 hotfix package (Outlook-x-none.msp): April 24, 2012 http://support.microsoft.com/kb/2598135 Also in outlook check to see if you have any sharepoint lists in account settings, if it can't authenticate you will get the pop up box but you can hit cancel and outlook will still work because its authenticating sharepoint not outlook.James Chong MCITP | EA | EMA; MCSE | M+, S+ Security+, Project+, ITIL msexchangetips.blogspot.com

What version of outlook 2007? Make sure you're on the latest? Description of the Outlook 2007 hotfix package (Outlook-x-none.msp): April 24, 2012 http://support.microsoft.com/kb/2598135 Also in outlook check to see if you have any sharepoint lists in account settings, if it can't authenticate you will get the pop up box but you can hit cancel and outlook will still work because its authenticating sharepoint not outlook.James Chong MCITP | EA | EMA; MCSE | M+, S+ Security+, Project+, ITIL msexchangetips.blogspot.com

Hi J_DDS, Any updates?Frank Wang TechNet Community Support

Sorry I was out for a while. I'll check those links. They should all have the latest version of Outlook installed. The workstations are auto-patched, I can try the hotfix on one system and see if it changes anything.

Some additional information (for the questions above). They do not use SharePoint at this site.