"All,
I found a solution that resolved Outlook from requesting you re-enter the password for the email accounts following a period when the computer is asleep.
With Outlook open, use Finder to select the Applications folder, then the MSOffice folder, then holding the Control key down select the Outlook "O" icon, and select "Get Info" from the list.
Within the Get Info screen presented, check the "Prevent Nap App" box. Then close Finder, close Oulook and then re-open Outlook and your problem will be solved. This action prevents the Outlook app from sleeping under Mavericks control which was designed to save power consumption, however Microsoft did not modify Outlook to conform to this feature so you must check and activate the "Prevent App Nap."
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