Outlook For Mac Is Not Showing Shared Calendars

So I have a user whose assistant manages her calendar. When her assistant makes a change or adds anything to her calendar it doesnt show up on hers unless she closes outlook and reopens it.

Im using Outlook 2016 for Mac. Whenever I create a new meeting and send, it does not reflect in the calendar view. The mail domain Im using is @gmail.com. Neither the meeting I setup nor the meetings I accept are shown in the calendar. Basically, the calendar is always blank. However, 15 minutes before the invite, I do get a reminder notification.

I had her give me permissions to her calendar and when I had her assistant make a new meeting request it showed on mine and her assistants however never showed on the primary persons calendar unless we closed outlook and reopened it. We do have cache mode enabled on all user mailboxes in the organization so that it will allow them to work in outlook right away without it taking so long to load. We tested this on some others users and it works as designed just not this users. Ms word change indent for bullets on mac pdf. Any ideas as to why this is happening?

I am thinking that's the issue. Since the account is a secondary on her primary, outlook, must be 'doing you a favor' and not showing that message since technically she already has calandar access to both. Setup another profile on her machine and just set up the Owner's account. See if it's visible then. If it is i would say that is a 'feature' of outlook. Also, Are you sure she doesn't have a rule to delete email from herself?

Check the rules on the server and outlook. Almost all strange issues i have with Exchange/outlook revolve around rules.