In the current political, economic, and social atmosphere, fear, anger, and uncertainty seem to be everywhere. Divisions arise even in the midst of honorable intentions. Many of us are not sure what to do when facing discussions on racism. In this workshop, three anti-racist social work educators with very different social identities use their own experiences and lessons learned to inspire a dialogue on the challenges and learning opportunities participants have faced as facilitators of conversations on racism. Workshop participants will understand more clearly their roles and expectations and identify tools for cultivating deeper compassion for self and others when having these often-difficult conversations. Because of our differences, it is important to honor how deeply personal and consequential issues of racism are when they appear in the classroom, in faculty meetings, and in the field. Leading these critical conversations is essential to promoting equity, access and inclusion in higher education.