This works as documented. Calendar test:
- I created a test meeting marked as "private" in the User A's calendar.
- I try to view the calendar from User B's outlook.
- Shows only as "private"
If you use OWA (Outlook on the web) instead, would User B be able to see more detailed information rather than only the meeting title "private appointment" in Outlook?
If yes, based on my test, it is the same behavior as documented in the following link, which is by-design in Outlook:
The workaround is to add User B as a delegate, which is the same as this link mentioned in your main post.
Are there other settings user A might set that would let User B see his private items? (Other than the Delegate permissions)?
Another workaround is to use OWA instead if you do not want to add delegate permissions.
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