In the relationship between organizational learning and supportive leadership, the role of leaders in knowledge management, including the transfer of new insights among individuals, groups, and organizational levels, is greatly concerned with the workplace practice. The purpose of this chapter is to examine how strategic leadership contributes to organizational learning, specifically the process of knowledge transfer using the 4I organizational learning model developed by Mary Crossan and colleagues as a theoretical framework. By reviewing empirical and theoretical studies, this study's findings provide knowledge of effective strategic leadership for organizational learning. In specific, several roles of strategic leadership for feedforward and feedback learning respectively were suggested. The study's findings have implications for researchers and practitioners, discussed at the end of this chapter.