Youth justice work encompasses much more than advocating for youth or young adults involved in the court system or being a part of the consequences (i.e., programming, counseling) handed to them from a system steeped in anti-Blackness. The overrepresentation of African American youth and families in the legal system is evidenced by the number of youth on probation and/or under community supervision, as well as those housed in detention, placement, and secure facilities across New York City and other cities in the country. Black youth are more than four times as likely to be detained or committed in juvenile facilities than their White counterparts. As we work toward a more transparent anti-oppressive system, we are charged with examining the impact that persistent racism has had on African American youth and families, beginning with chattel slavery through the modern-day version we know as mass incarceration. The residual effects of systemic and institutional racism enduring for generations have impacted the African American family economically, educationally, and politically. In this chapter, we will discuss court-involved youth and families and the roles practitioners can play to help empower and support youth and families in underserved communities.