This article reports on a simulation training program for school leaders at Syracuse University. The project is creating a series of parent, teacher, student, and community-member roles to help principals and teachers learn how to handle tricky conversations. Supported by a three-year grant from the U.S. Department of Education's Institute of Education Sciences, the project has developed 15 principal and 13 teacher simulations, and is rolling out a school leadership training curriculum based on them this fall. Initial research on the live simulations found participants improved significantly in their awareness of and responsiveness to different races and cultures, and slightly improved their moral and ethical judgment after going through the simulations as gauged on standardized measures.