This study aims to examine in depth the role of the exemplary role of the kiai in shaping the disciplined character of students at the Salafiyah Daaruttoolibiin Garut Islamic Boarding School. Using a descriptive qualitative approach, data were obtained through in-depth interviews, participatory observation, and documentation. The results of the study indicate that the kiai plays a central role in the process of internalizing disciplinary values through exemplary attitudes, spiritual supervision, and providing positive habits. The strategies implemented include the implementation of a strict schedule, educational punishments, and a reward system for students who demonstrate disciplined behavior. Supporting factors for the success of this guidance include support from the pesantren environment and involvement of the surrounding community, while obstacles arise from the lack of internal awareness of students and weak family support for non-resident students. The students' responses show a transformation in behavior towards a more disciplined direction along with the consistent exemplary role of the kiai. This study provides an important contribution to the development of pesantren-based character education that focuses on the figure of the kiai as an agent of moral change.
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