Although the teaching profession is dominated by women in Canada, they are still under-represented in the top leadership roles in the education system. This study highlights the current situation in Alberta, examines the barriers to women progressing to the top positions in the field of education and presents the most recurrent suggestions as found in the literature. Such suggestions include, organizations taking an intersectional approach to recruitment, training, pay, and promotions; organizations recognizing the importance of healthy career-life balance for its teachers; existing leaders applying transformational leadership to help new and prospective leaders; and institutions establishing mentoring programs.