Make sure y'all only have your BB DM set to sync only 2 weeks in the past (or the like)with Outlook . If you don't what will happen is that your BB will delete it's calendar entries that are more than 30 days old off of itself and then when you sync with Outlook the sync will do the same with your Outlook calendar. The point is that the time that you have your BB set to delete it's calendar entries (e.g. 30 days) must be GREATER than the time you have DM set to sync your BB and Outlook calendar (e.g. 2 weeks). This corrected my problem.