Update: I think I answered my own question ... I have to go into Webmail and MAP the calendar to the account, then it appears to show up in Outlook automatically. This is MUCH better than Sharepoint!  

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So one of things I did not like about SM16 was the way Shared Calendars worked. I had to add them via the web interface via Sharepoint for each user. This would cause a lot of problems and I would often have to DELETE and READD the calendar after every upgrade. Also, randomly users would complain shared calendars would stop syncing unless I deleted and re-added them. I have seen some improvement in SM17, but I still have some questions. 

When I create a calendar under SHARED RESOURCES and add a user, as long as that user is connected via EAS and has Outlook 2019 it appears if I go into Outlook and Click on CALENDARS, I see that calendar automatically. The calendar also pushes to all EAS devices which is great. However with outlook 2013 and 2016 which have EAS as well it does not appear to work. 

Also, if I have a USER and I want another user to be able to see/edit that user's calendar it does not appear to be behaving the same. Let's say I have a manager and that manager's secretary needs to be able to edit that manager's calendar. It seems like the only way to add that manager's calendar to the secretaries outlook is through that Sharepoint option... is that correct? 

So, besides upgrading to Outlook 2019, or using SharePoint (which has been very buggy in the past) how can I share a users calendar via the "best practice". Are we still stuck with those being the only options? As much as I love SmarterMail this is the one major downfall when it compares to Exchange - and I had hoped it would be improved in SM17... Unless I am missing something. 

Thanks!