As a former UX designer, I’ve always hated the “hide the options from the user” invisible-until-you-use-the-secret-technique menu concept. Menus by their nature are more useful when you can see them. A cardinal principle of GUI design is to encourage people to explore. Secret entrances don’t do that.
Compare the “must do it one course at a time” system here to how a good LMS handles course assignments. You put users into categories, then assign a curriculum of multiple courses to that group of multiple users. This system does not permit me to do that.
Any word on why Analytics is still sitting on the Connecting screen?