A method, system and computer program product for determining whether the social learning playlist is effective in educating participants. The text of the collection of online materials of a social learning playlist is scanned to identify key concepts (i.e., the most important points) using natural language processing. The user selects a concept from a list of key concepts, which includes these identified key concepts, and a type of question (e.g., true/false) to be used in assessing the understanding of the selected key concept. The selected type of question and answer to the question are generated using analytic analysis and artificial intelligence on the online materials of the playlist. In this manner, by generating appropriate question and answer pairs, where the questions are inserted at selected locations within the playlist, the creator of the playlist is able to assess whether the participants are understanding the key concepts in the playlist.
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