This study used semi-structured in-depth interviews to explore empowerment patterns among teachers who hold leadership positions in school. Our qualitative analysis presents a hierarchical ladder with three types of empowerment amongst these teachers, ranging from limited empowerment through rewarding empowerment to change-enhancing empowerment. The level of empowerment seems to be related to the leadership position which the teachers hold and to their perception of the position. Our results contribute to the theoretical understanding of empowerment as a complex construct that affects the career characteristics of the teacher, ranging from limited impact of the leadership position to a powerful effect on the organizational culture. We also suggest that this model has practical implications on the way principals can evaluate their teachers' empowerment patterns and accordingly assist their development toward change-enhancing empowerment.