Delegate not receiving "Proposed New Time" items

Question

I am looking at a principal who has given delegate access to his admin and configured the delegate to receive all meeting related items. I've verified this in the principal's mailbox. The meeting invitations all are sent from the principal's calendar
and the delegate sees the requests and all acceptances/declinations; however, the delegate is NOT receiving "Proposed New Time" items. The principal does receive them, thus we know the option to "Allow New Time Proposals" is not
disabled.
The one oddity I saw was that the principal had given the delegate "owner" permissions to his calendar, which makes the permissions appear as "Custom" in his Outlook. However, in Office 365, GET-MAILBOXFOLDERPERMISSIONS <ALIAS>:\CALENDAR
shows that the delegate has Editor permissions. I reset the permissions in the principal's calendar to "Editor" to remove the "custom" setting (once upon a time, custom settings used to cause issues in Outlook). The change, however, had
no effect.
Any ideas?

Answer 1

Hi Taj,
It’s by design. Decline and Propose New Time is same as decline meeting request. When you decline a meeting, this meeting will be automatically deleted in your calendar.
If you want to propose new time, you can try another option--- Tentative and Propose New Time. By default, you will tentatively accept the meeting.
More details about Propose, accept, or decline a new meeting time, for your reference:
https://support.office.microsoft.com/en-us/article/Propose-accept-or-decline-a-new-meeting-time-6e249871-0755-4171-8250-c5cbac240d33?CorrelationId=f66c9068-6d89-44f9-8286-2b44f9d17b46&ui=en-US&rs=en-US&ad=US
Best Regards,
Allen Wang