Institutional characteristics of preschool centers can influence the successful implementation of professional development programming. This article provides an overview of a dynamic Head Start teacher professional development program. The program, conducted by a well-respected theatre-in-education organization, was designed to help preschool teachers learn how to use educational drama strategies and techniques to foster children's language and social development. Factors that supported or inhibited the successful implementation of the program are identified. Preschool professionals should consider these factors before investing in teacher professional development initiatives.