This article discusses the effectiveness of the case method when teaching online by comparing synchronous and asynchronous communication technologies with respect to how well they each embody Chickering and Gamson's Seven Principles of Good Practice in Undergraduate Education. The authors also present their empirical study of the effectiveness of different online case discussion methods with respect to student learning and satisfaction. The empirical findings suggest that student satisfaction and perceived learning are affected by the type of technology used to implement the case method online. The technology used for case discussions in an online course seems to matter, especially with respect to how well it enhances students' engagement and interaction with the instructor and their fellow students. (Contains 4 tables.)