This horizontal study explored the process of juvenile delinquents’ school life, engagements with gangs, and detachments afterwards. This study analyzed how systems-police agency, social affairs, and schools-intervened in the juvenile(under 21) and their gang lives by interviewing four students who had participated in gang affairs since junior high school. The purposes of this research: 1. To investigate juvenile delinquents’ motivational process of participation in criminal gangs. 2. To make a comparison of how different social contexts have an influence on juvenile delinquents’ engagement with criminal gangs and on explanatory power of social control. This study found that the tendency for "indirect controls" significantly affected juvenile delinquents when they opted for whether to stay or detach from gangs. The four suggestions are proposed as follows: 1. In addition to taking the juvenile’s characters into consideration, functions of family should be incorporated into the intervention school programs for the purpose of connection with education curriculums. As a result, education should reach beyond the wall of campus. By the same token, outreach services are needed as a medium for those delinquents to resettle in schools. 2. It is suggested that schools equip themselves with the ability to swiftly detect intrusions of gangs into schools, especially in the junior high school since it is a peak for the most juveniles joining gangs. Also, schools are advised to make corresponding plans to guarantee former gang juveniles’ safety after they detach from them. 3. Outreach services for gang juveniles require cooperation among educational intuitions, family, communities, jurisdiction, and social affairs. Moreover, the good use of school social workers with professional counseling skills is conducive to speeding up the cooperation. 4. Continual post-placement services, including educational or vocational assistance for the former juvenile delinquents or prospective ones prevent them from being recruited by gangs.