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Shared calendar content from Office 365 ExOn does NOT show up on Outlook Mac 2016
CompanyX has 400 employees. 300 of them are in a security group named 'cal-std'. Each calendar from these 300 has added the group 'cal-std' with permission 'LimitedDetails' to its permissions list. ...
We are currently working to update the Mac client so that it syncs shared calendars in the same way that Outlook on the web does, which would fix this issue for your users.
Stay tuned for some updates coming in the next few months!
Looks like an issue with the Mac version indeed, but since I'm not a Mac user I cannot confirm/deny, perhaps Julia Foran can?
Other than that, if you can reliably reproduce the issue open a support case.