DescriptionYouth who return from incarceration often face numerous obstacles including, pre-existing family problems, substance abuse, mental illness, low educational attainment and barriers to employment. Those who reenter during emerging adulthood, a developmental phase occurring between the ages of 18 and 25, face additional challenges as they attempt to take on the responsibilities of adulthood while adjusting to community and family life and meeting the requirements of their release. Since emerging adults typically rely on family members for a significant amount of support, as do returning offenders, the family context of reentry from incarceration during young adulthood must be examined. Prior research has established a relationship between family contextual factors and recidivism, yet studies have also shown that families support returning offenders in ways that are critical to their reintegration, creating a paradox that is not fully understood. Further research is needed into the specific ways that families affect the reentry process for young adults. A qualitative study was conducted to explore the family context of reentry during young adulthood. In-depth interviews were conducted with formerly incarcerated individuals who were released between the ages of 18 and 25 and members of their families. Consistent with prior research, the data presented here reveal that youth who return from incarceration struggle to overcome pre-existing family problems but they also rely on family support in confronting the hurdles of reentry. An explanation for this paradox is offered through a developmental analysis of how youth attempt to resolve family problems as they enter their twenties and capitalize on support networks. An increased psychosocial maturity during this phase allows for a reevaluation and realignment of family ties. As young adults reconstruct their families, they identify and activate the most effective sources of support within their own kin networks. This study identifies specific developmental processes that occur during young adulthood and the distinct mechanisms that lead to improvements in family context. Policy implications involve program strategies aimed at strengthening family relationships, increasing family support by redefining traditional definitions of family and widening support networks, and increasing structural opportunities for returning offenders.