However, VERY frequently (sometimes multiple times per hour) Outlook 2011 fails to connect to Outlook.com. I get a popup msg asking if I want to try to re-enter my password. When I cancel that popup, and force a send and receive, it connects fine. But the popup just keeps coming back.

Note - I have 2 other accounts configured in Outlook 2011. One is for Office 365, and the other is for GMail. Both work fine.

Are there any special settings in Outlook 2011 that I can use to solve this problem?