New Outlook Add-in

I am engaged in one of the projects that would create an Outlook add-in that uses the On-send feature. I want to know what kind of options are in front of me when offering users this new add-on, with the focus being Outlook on Mac computers. I want to cut off manual participation of my users as much as possible, so here are questions that I have right now:

  1. Is it possible to run the add-on without manual participation? What kinds of admin functions are available for Outlook add-ons right now?

  2. What would be the recommended implementation if the above option is not possible?

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