This article presents a discussion of the state of affairs pertaining to educating juvenile justice-involved youth. It summarizes general observations regarding the schooling of juveniles in pre-trial and post-trial incarceration settings, as well as, juveniles on probation or in community settings. The article selectively presents relevant regulations on educating juveniles and various local realizations of these regulations, and comments on the dearth of relevant empirical studies on the population of court-involved youth, their special educational needs, and best practices that are effective with this population. The article ends by telling one state's story, through a policy analysis framework, about the impetus for action, the identification of challenges, and the strategies initiated to develop an infrastructure to meet the needs.