Background factors that correlate with juvenile delinquency are consistent across the interdisciplinary literature base. Yet, information about the process of how risks relate to outcomes, especially within school settings, is limited. Researchers used qualitative methods to examine school and interpersonal experiences from the perspective of juvenile offenders and their families. Sixteen families were recruited from juvenile probation facilities in 2 different geographic regions. Consensual Qualitative Research methods yielded consistent themes, including the central role of advocacy to obtain appropriate school services, the importance of flexibility in discipline policies, classroom experiences that shaped outcomes, and the importance of nonjudgmental social support for the adolescents and their parents. The findings and recommendations for school consultants are presented from a preventionist standpoint, and self-determination theory is discussed in relation to future juvenile delinquency research. (Contains 1 table.)