Is there a way to mix QBs based on user selection of courses taken?

I have a want that I am not sure is possible, but wanted to try with the experts before giving up.

The premise is that we have an academy for various positions in our company. Each person's role would dictate the courses they take in the academy. At the end of the training in the academy, the individual users would take a test on the courses they have taken.

My initial build had a checkbox menu where the user would select which courses they took (for example, courses 1, 2, 5, 7, 9, 10). Then based on those selection, the next screen would show buttons (courses 1, 2, 5, 7, 9, 10)for each of those courses selected which would take them to the first course. When finished with that test, it would bring the user back to the screen of buttons, but course 1 would be grayed out. Then they would continue down the line of courses with a final results page at the completion of all tests.

The next user might have courses 1, 2, 6, 7, 8, 11 so would need a different algorithm for their selected course.

My manager, however, wants to have the user select which courses they took, then combine all the QBs for those courses they select in one big test that randomizes the questions for the combined QB. This would be simple if the users only had one route of courses, but it doesn't seem possible if there are various and different course QBs selectable.

Does anyone know of a way?