Shared Calendars added to Outlook 2016 not synced to Outlook on Mac

We have a small number of Mac users (including myself) and are having an issue with Shared Group Calendars. 

I have created some Calendars in Outlook and then instructed users to go to the Calendar and click the Connect to Outlook button and then accept the calendar. 

This works fine for Windows users (which I am as well) but the button is greyed out on the Mac. I kind of assumed that the calendar would be synced to my Mail Account on any other platform.  So I added the calendar to Outlook in Windows, BUT it doesn't appear on the Mac App, Email on the Web, or the mobile client.

This is not good. What if a user gets a new computer and has to install Outlook on that computer. Will he or she have to add the calendar again?

Before I roll out anymore of these I want determine what is going on.

Any help would be much appreciated.

Bryan S