I hope the title isn't too confusing.  I have a situation where a client has about 40 computers.  The machines are left on most of the time.   Outlook is open most of the time.  If the Exchange (2010) server is rebooted when a client goes to look at e-mail they get a proxy error message and are asked to log in again.   This did not happen in the past (perhaps 7 months ago) but does now.   This is not a big problem but users are accustomed to things being easy.

Is this a security feature that worked its way in or is this a fixable problem?

Hi,

Was the user using Outlook in Online Mode? If so, the user might get the notice that the connection to Exchange was lost. Switch to Cached Exchange Mode, this should enable the users to work "offline".

To switch to Cached Exchange mode: File -> Account Settings -> Account Settings -> Double click on the Exchange Account name -> Tick "Use Cached Exchange Mode" -> Next -> Finish. Then exit and restart Outlook to check the result.

Regards,