This case study is a narrative of four major leadership paradigms: managerial, transactional, transformational, and distributed leaderships. Understanding these leadership styles may help both practicing and prospective school leaders navigate better in the complex, dynamic, murky, and challenging waters of educational leadership. Furthermore, this case can serve as a valuable resource for practitioners who are striving to find solutions to the daily problems they are confronted with in their schools. Finally, the case may serve as a stepping stone to inform school leaders about the potential legal intricacies that the practice of their job may entail.