The experiences of African American women managers in predominantly Black work environments and the implication of these experiences on their ability to lead remains unknown. The purpose of this qualitative multiple case study was to gain deeper understanding of the leadership experiences of African American women managers employed in predominantly Black work environments. This study was framed by three key concepts: intersectionality of gender and race, intraracial discrimination, and colorism. The trustworthiness of the study's data was supported by employing methodological triangulation of the study's multiple data sources: semistructured interviews with 10 African American women managers as participants, journaling/ reflective field notes, and archival data. Cross case analysis revealed 8 categories that enclose a total of twelve themes: (a) career trajectory of African American woman manager, (b) gender challenges in a predominantly Black enterprise, (c) race challenges in a predominantly Black enterprise, (d) leadership experiences with subordinates informed by gender and race, (e) further career goals as an African American woman manager, (f) colorism in childhood and adolescence, (g) colorism in daily adult experiences, and (h) intraracial discrimination from subordinates based on skin tone. This study is likely to promote social change by sensitizing predominantly Black work environments on issues of equal treatment between gender groups and ways in which an intraracial context influences African American women's management experiences.