Hi @merlinwv ,
What do you mean designate? Does it mean delegate?
It is always the same person of the individuals involved.
Does the problem only occur in one executive's mailbox? Can't the delegate receive meeting updates sent to this person?
If so, try to remove the delegate permission and re-assign the permission to see if it works:
- Remove the delegate permissions to the calendar folder

- re-assign the permission.

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