The purpose of this experimental research study is to garner systematic dynamics and governance understanding of what prohibited and subsequently advanced women's considerations to obtain a presidential appointment at historically black colleges and universities (HBCU) across the United States from 2020 through 2023; and why those appointments increased substantially during that time frame (Baskerville, 2023). Women's representation as presidents appeared dismal from 1837 through 2020 with less than fifty who served in leadership positions (Dillon, 2019). The question of who is leading the leaders resonates as a directional consideration for researching equity, diversity, and inclusion decisions. A review of the literature revealed that university presidents are selected by governing boards, which historically have been comprised predominantly of males (Bates, 2007). Gender domination could support clarification of why women were rarely selected as presidents of HBCU institutions. This qualitative study employed a grounded theory approach including a targeted survey with six current board of trustee members from various HBCU institutions. Additionally, case study interviews were conducted with two active HBCU female presidents and two state governors' ranking officials to evaluate patterns, trends, and insights into women's presidential appointment process experiences. The results of this dissertation demonstrated implications of why women HBCU Presidents increased substantially with grounded theory patterns, trends, and predictions based on gender biases; underrepresentation of women trustees; and societal pressures factors. [The dissertation citations contained here are published with the permission of ProQuest LLC. Further reproduction is prohibited without permission. Copies of dissertations may be obtained by Telephone (800) 1-800-521-0600. Web page: http://bibliotheek.ehb.be:2222/en-US/products/dissertations/individuals.shtml.]