Schools in Hong Kong have been operating in a fast changing external environment in the last two decades; not only have they had to follow the international trend of implementing various educational reform initiatives but they also have had to adjust to the social changes brought about by the transfer of political governance. These changes have led to new expectations of the roles of school leaders and the ways potential leaders are prepared for these roles. This article reviews the development of leadership preparation in Hong Kong and explores future development opportunities, taking into consideration the unique nature of Chinese culture and the history of Hong Kong.