This study explores the challenges encountered by head teachers in managing students’ indiscipline in secondary schools in Anambra State, Nigeria. Using a descriptive research design, data were collected from head teachers through structured questionnaires and semi-structured interviews. The study revealed several challenges, including difficulties in identifying root causes of indiscipline, ensuring consistency in disciplinary actions, addressing peer pressure and social dynamics, and managing large class sizes. Despite these challenges, head teachers implemented various strategies to manage indiscipline, including fostering positive relationships, encouraging open communication channels, offering counseling and support services, and promoting student involvement in decision-making processes. The findings underscore the importance of proactive interventions and collaborative efforts among school stakeholders to address indiscipline effectively. This study contributes to the existing literature by providing insights into the unique challenges faced by head teachers in Anambra State and offers recommendations for improving disciplinary practices in secondary schools.