If you are looking for a programming solution I can follow up in the comments with examples, but I think the best “plug and play” solution would be an existing solution like Learndash(https://www.learndash.com/) or Sensei (https://woocommerce.com/products/sensei/).
These have different roles, quizzes with grading, and other features that you may find useful. Here are some additional resources that may help:
Hope this helps!
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