While the relationship between juvenile transfer and recidivism has received much scholarly attention, the effect of transfer on other outcomes has largely been ignored. This study examined the effect of transfer on 7-year educational and employment outcomes, with time in the community and perceived stigma as hypothesized mediators. Pathways to Desistance data were analyzed with propensity score matching and mediation analysis. Transfer to criminal court strongly predicts lower employment outcomes, fully mediated by diminished time in the community. Transfer also marginally predicts higher educational outcomes. Education results call for further research, and employment results suggest that transfer policies should be revisited.