This article captures how a web-based course, designed as a part of the School Leadership Grant Program, meets some challenges of leadership training and development. The content, structure and discussion board exercises of the sample course are designed to provide more reflective and practical opportunities for leader-learners to develop expertise. In addition, the article discusses the opportunities and problems that lie in the written form, including the rich information sources and e-mail communications that are unique to web classes. (Contains 1 table.)