Transformative pedagogy and a learning-centered paradigm are at the heart of a liberal education. In this article, the authors present a case study detailing a simulation they created in an interdisciplinary course in one university’s core curriculum. Although the simulation and the larger course appeared to have engaged the students, after years of socialization to be passive receptacles of information, they seemed to find it difficult to break out of the traditional classroom experience; indeed, they had difficulty even imagining alternative forms of learning. Such resistance suggests the need for more innovative and transformative learning experiences as central components of today’s liberal education. The sharing of ideas and practices to strengthen oppositional teaching cultures is suggested to mitigate the cost of engaging in transformative pedagogy.