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This research explores how educational leaders in Texas navigate issues of race and anti-Black racism. In this Grounded Theory study, 19 participants engaged in a 90-minute interview. They offer firsthand accounts of their experiences in navigating issues of race and anti-Black racism as well as strategies that they perceive to be necessary in interrogating and rooting out deeply entrenched anti-Blackness even in the face of salient opposition and demand to maintain the status quo. The participants also discuss relevant challenges and benefits to taking such an approach. The themes resulting from this study include: Name It and Call it Out, Facilitating Courageous Conversations with Faculty, Students, and Community, Racial Equity Focused Problem Solving, and Challenges and Benefits of Anti-Racist School Leadership.