This research is necessitated as Black women continue to face unique and significant challenges in educational leadership. Supported by Black Feminist Theory, this study explores the successful leadership pathways of Black women in medical higher education while navigating barriers. The goal is to promote the inclusion of Black women in medical education and leadership positions by utilizing three core tenets of Black feminism -- intersectionality, lived experiences/storytelling, and Black women as agents of knowledge (Black feminist epistemology). This groundbreaking study challenges the dominant narrative and discourse surrounding Black women's experiences in medical higher education. The personal stories shared by Black women leaders from four Southern states can aim to inspire and inform other Black women with executive-level leadership aspirations while serving as a valuable roadmap for administrative professionals at any stage of their career looking to achieve success. [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://www.proquest.com/en-US/products/dissertations/individuals.shtml.]