"Your Itinerary" not showing upcoming meeting

Hello, brand new user here so I presume I am missing a setting - or misunderstanding how this works but…

When I log in, I see the “Your Itinerary” section and it has the next four events. But if my son (the scout) logs in, his section is blank. If he clicks, plan-> calendar he sees the events. The events are no-rsvp needed events, and are set for “Everyone.”

Thoughts?

Just to double check is the drop down button on the right of the Itinerary box selected and showing a Minus?