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Educational content is often shared among different educators and is enriched, adapted, and, in general, repurposed so that it can be reused in different contexts. This paper discusses educational content and content repurposing in medical education, presenting different repurposing contexts. Finally, it proposes a novel approach to content repurposing via Web 2.0 social networking of learning resources. The proposed social network is augmented by a graphical representation module in order to capture and depict the relationships among different repurposed medical educational resources, based on educational resource “families” and inheritance. The ultimate goal is to provide a conceptually different approach to educational resource organization and retrieval via “social” associations among learning resources.