How to Open Multiple Outlook Windows
Yes, it is possible to have Outlook open multiple windows when it loads.
Open the Outlook windows you need and arrange them to your liking then always close Outlook using (from the "default" Outlook window). All of the windows will close at once and Outlook restores them the next time you use it.
Always close the "default" Outlook window using File, Exit (to close all windows at once) or when using the X if you want all of the windows to load next time. (The default window is the window the Outlook shortcut opened, not one of the windows you opened.) If you close the windows you opened first, Outlook won't reopen them.
Always Open Selected Calendars
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