Explores stressors, role changes, and paradoxes encountered by four administrators and two teacher-leaders since their high school began restructuring in 1994. Identifies decision-making anxieties, role conflict and ambiguity, and accountability apprehension as sources of stress. Restructuring was impeded by training inadequacies; bureaucratic, anticollaborative practices; teacher hostilities; administrator-teacher conflict; and vision ownership problems. (43 references) (MLH)