Intellectual risk-taking, the act of engaging in learning by contributing an idea, question, or creative thought regardless of potential errors or judgments, is associated with many positive student outcomes; however, there is limited guidance on how to create an environment in which students feel empowered to be courageous in this way. In the present qualitative study, we examine the Harkness Method with the goal of identifying the specific elements of this complex, discussion-based, pedagogical approach that contribute to intellectual risk-taking. We ultimately present an empirically grounded theoretical framework to serve as a guide for building a culture of intellectual risk-taking.