Hi James. Based on your screenshots and the behavior until now, I would also have expected your actions to be displayed inside a dropdown.
However, I have always found that setup a little non-intuitive. The idea of creating or leaving two empty actions first to fit all following actions inside a menu worked (works?), but it feels more like a bug or a clunky work-around. If it broke in your app, perhaps is a sign that an improved feature is on the way?
Ideas to try to get your menu back:
Have you tried adding more empty actions?
Is this happening on the calendar collection only?
Could this be happening because you have a title component with actions as the top component within a custom collection? I’m curious, what happens if you place a separator (hide line, small) as the top component inside the custom collection above the title component?