X>Utilities>System Options>Client Management>Microsoft Outlook
Category Data Transfer
Type- Can be Global, Assigned or User
This option allows a user to select a local Microsoft Outlook file, Microsoft Office 365, or no sync.

This will synchronize from CMM to the outlook files (synchronization does not go from outlook to CMM) for this user. 
To get rid of the annoying pop ups for Outlook Security install this 3rd party security software that facilitates Allowing and Blocking specific applications for Outlook. http://www.mapilab.com/outlook/security/
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