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we have noticed that productivity tool is not working on outlook 16.42 for MAC, this outlook version has a new platform , it seems that its not compatable with webex add-in , and we did not test that with windows .
Productivity Tools is not supported in the "New Outlook" version of 16.42 for Mac which is opt-in (PTools will still work in the non-"New" version). Users who want the "New Outlook" functionality must deploy the Cisco Webex Scheduler (O365 Add-in) for Outlook... See https://help.webex.com/en-us/5q299t/Deploy-and-Configure-the-Cisco-Webex-Meetings-Scheduler-for-Microsoft-Office-365