: This study aims to describe the management of the head of the madrasah in improving the quality of learning at Madrasah Diniyah Roudlotul Islamiyyah Sawocangkring, Sidoarjo. This research employs a qualitative approach with a case study design. The subjects of this research are the head of the madrasah and the vice principal for curriculum affairs. Data were collected through observation, in-depth interviews, and documentation, then analyzed using data reduction, data display, and conclusion drawing techniques.The results indicate that the head of the madrasah has implemented management functions effectively, including: (1) planning learning activities based on students’ needs and the institutional context; (2) organizing teachers according to their competencies and assigning duties proportionally; (3) implementing teaching and learning activities by fostering a collaborative work environment; (4) supervising through regular monitoring and instructional supervision; and (5) evaluating both learning processes and outcomes.The overall quality of learning is considered good, as reflected in students’ improved ability to read classical Islamic texts (kitab kuning) and their strengthened religious character. However, challenges remain, such as the limited number of qualified teachers with formal education backgrounds and the low learning motivation of some students. Efforts to overcome these challenges include teacher training, the implementation of innovative teaching methods, and the utilization of educational technology. Key Words : madrasah management, learning quality, madrasah diniyah, Islamic education.