Women are more visible than men in almost every area of education; however, they are underrepresented in top-tier leadership positions. There is no shortage of female educators; however, there is a shortage of female leaders. Scholars have highlighted this discrepancy, shedding light on a century-old problem. This article explores some of the reasons women are underrepresented in top-tier leadership positions within educational institutions and identifies possible solutions for addressing the problem. To fully comprehend the issue, a brief historical context is provided to introduce the topic.