Legally astute educational leaders are essential to carry out any school's mission. This article relays their priorities and preferences concerning legal literacy training approaches. Their collective input offers clear support for real-life focused, contextually grounded legal preparation. Remarkably, only ten percent of the participants reported receiving the training approach the group so strongly recommended. Administrator-recommended instructional priorities consistent with problem-based learning (PBL) would emphasize contexts leaders are engaged in, inspire confidence in candidates, and complement the development of their professional sensemaking responsibilities.