Juveniles mandated by the courts to attend high school as a condition of probation or parole is a prevalent issue in today's juvenile justice system. This study addresses a major gap in the literature regarding appropriate pedagogy utilized in post- incarceration academic programming/intervention. Further, this study provides a compelling examination of the psychological stress factors predominant in the lives of many of these youth, particularly how these factors affect achievement outcomes in high school. "One Last Chance High" adds critical research information about an underserved and often overlooked population. Hopefully, this work will inspire educators to meet our students where they are in terms of providing learning opportunities for all. Research is integral to our ability to provide service to students. "One Last Chance High" gives voice to this unique population. With any luck, this study will serve as a seminal investigation, opening the portal to a lifetime of teaching and learning, as a means of protecting and ultimately supporting the successful education and transition of disenfranchised youth.