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This study seeks to better understand how school administrators approach and discuss issues of race and racism in K–12 schools. Police shootings, the 2016 election, and riots across America have put race at the center of conversations, but many school administrators avoid discussing these issues in professional settings to avoid tension. Existing school leaders were surveyed to determine their attitudes and perceptions of racial dialogue. Findings indicate that school leaders report being willing and comfortable in discussing race. However, administrators also reported that they avoid these discussions unless prompted. Implications from this work suggest a need to better prepare school leaders to engage in dialogue centered on race.