The authors describe practitioners' professional development, the challenges and dilemmas that they confront, and the support they receive in their work. They focus on examples of supervision sessions and describe typical dilemmas and solutions that come up during these sessions. These examples reflect four main themes that were identified as receiving much attention from practitioners over the years: boundaries and role definitions; relationships with students, teachers, and parents; extent of responsibility; and professional questions. Finally, the authors present an interview with a RALLY supervisor that illustrates typical dilemmas and conflicts that practitioners face during their work. (Contains 1 figure and 2 notes.)