Cause:

Most probably, this is an incompatibility issue of Controlio's monitoring components with your MS Outlook version or settings.

Solution:

We will need to disable Microsoft Outlook application monitoring from the “Emails” section of the monitoring profile. 

• Navigate to the “System” - “Monitoring Profiles” tab located on the left-handed side of your screen.
• Click on the name of the monitoring profile that is being used for monitoring the needed user.
• Find the “Emails” tab, and make sure that “Microsoft Outlook application monitoring” is not ticked.
• You may also disable the monitoring of “Emails” entirely by removing the tick next to “Emails.”
  
  P.S. If this solution is not suitable for you, or if these steps were not helpful, please consider Submitting MS Outlook debug log. This will help us get a clear idea of what is causing this issue.