Different scholars have defined and redefined leadership at different levels and in different contexts (e.g., Ball, 1981; Hargreaves, 1967; Richardson, 1973), although the results of research on the characteristics of effective leaders may not apply in all contexts. This study compares and contrasts the meanings of leadership in the Hong Kong secondary school context, and examines whether educators at different levels hold conflicting opinions of the qualities of leadership. The study adopts both quantitative and qualitative approaches to examine whether principals and teachers interpret leadership differently. The results show that these two groups of educators do indeed hold different views about what it means to be a leader. The reasons for these different points of view are explored.