Schools cannot achieve racial equity without explicit processes for leaders and staff to examine their personal, professional, and organizational beliefs about race. The author has noticed while working for the past 25 years with schools in the United States and abroad, that educational systems are deeply challenged to examine their beliefs about racial equity. As a result he created Courageous Conversation. It serves as a catalyst for fundamental dialogues about race and racism that underlie systemic equity transformation in classrooms, schools, and districts. The article is about the goals of the organization and examples of how they were able to start conversations on racial equity and foster change to the issue.