Medical education institutions frequently simulate interactions between future health professionals and standardized patients. This manuscript describes a partnership between a teacher preparation institution and a nearby medical institution, outlining specific procedures associated with the use of standardized parents, students, and paraprofessionals in helping future teachers and school leaders navigate common problems of practice. Implications center on the potential of this pedagogy to help bridge the gap between teacher preparation and practice as well as the applicability of this pedagogical approach to other higher education professional preparation programs.