The formulation of the problem in this research is what are the life skills of the students in the association, what are the efforts made, and what are the obstacles faced by the big family student association of Musthafawiyah Sibanggor Jae in improving the life skills of students at the Musthafawiyah Purba Baru Islamic Boarding School. This study aims to determine what the students' life skills are, the efforts made, and the obstacles faced by the Musthafawiyah Sibanggor Jae's big family student association in improving the life skills of students at the Musthafawiyah Purba Baru Islamic Boarding School. This study uses a qualitative exploratory approach. The informants studied in this study were the entire organizational structure of the student association of the Musthafawiyah Sibanggor Jae, totaling 12 people. This research concludes that there are four life skills in the Musthafawiyah Sibanggor Jae big family association, namely poetry, speeches, recitation of the Quran, and barzanji. The life skills that are formed in this association are life skills that are special, namely vocational skills, vocational skills are skills related to the skills to do a job that you want to be engaged in. The efforts made by the Musthafawiyah Sibanggor Jae big family student association in improving the life skills of students, namely: First, the discipline of the students is running well, this can be seen from the punctuality of the members and also from the attendance or attendance of the members in increasing the activities that have been determined in the union. Second, the exercises are carried out on a schedule according to what has been determined in the union. Third, motivation by giving gifts, rewards, praise and punishment. Meanwhile, there are two factors faced by the student association of Musthafawiyah Sibanggor Jae in improving the life skills of the students, namely: internal factors, the number of students who talk and are cool telling stories when their friends deliver the contents of poetry, speeches, and recitation of Quran recitations, lack of activity students in participating in activities, lack of interest and motivation of students in developing their potential. External factors that come from outside the students, namely the union staff, the inability of the union staff to motivate the students / members, the lack of good cooperation among the union staff, so that sometimes it is thought that activities in improving the life skills of the students are only the responsibility of the chairman of the association.