Due to the unestablished ongoing debate on Black women's leadership development, present research challenges the current discourses on the structures and processes of epistemology and opportunities in South Africa. The discussion guided research questions development and conceptualization. As a case study and based on research questions, content analysis was used for interpretation. Regardless of the difference in position and experience, the conclusions were that Black women's ascension to top positions in higher education space is shaped/influenced by leadership stereotypes, gender, race, and ethnicity. These influencers also contribute to low self-esteem when contesting for top positions, even though there is neither established nor confirmed evidence that male leadership styles supersede those of women in general and Black women in particular.