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This narrative qualitative research study delved into the perspectives of Black teachers regarding the accessibility of school leadership and the barriers encountered by school leaders during their transition into school leadership roles. Since the Brown v. Board of Education, the percentage of Black educators has significantly declined. Seventy years later, Black educators remain significantly underrepresented. The researcher collected data from five Black teachers and five school administrators across public and charter schools in Virginia, North Carolina, Georgia, Tennessee, and Texas. Critical Race Theory and Social Identity Theory provided the framework for this study. An important key finding highlighted the effect of intersectionality on perspective regarding career progression.