[aiharkness]

Here is the deal. If you have multiple email addressess setup for the BlackBerry, then you have multiple calendars. You define the default calendar (default CICAL) in default service in options. Desktop Manager sync's this default calendar with Outlook, and only this calendar. Any calendar entries in other calendars -- i.e. other than the address you have specified to be the default CICAL -- will not be sync'd with Outlook.

So, select the email address you want to be default, and set the default CICAL and default CMIME to that address. And any move all your other calendar entries in other calendars to that calendar.