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Labor market disconnection among young adults is a problem compounded by barriers to employment like criminal records screening, decreased demand for low-skill workers, and low wages that offer little enticement to engage with the workforce. Programs designed to increase labor market participation and reduce recidivism have had mixed long-term results, particularly those with shorter-term interventions. This presentation reviews the evidence base for several programming approaches to overcoming workforce engagement barriers, discusses strategies programs use for ushering justice-involved young adults back into the workforce, and examines current policies intended to reverse disconnectedness among high-risk young adults. We then present preliminary findings from a program seeking to improve employment opportunities for high-risk young adults, discuss recidivism rates for participants placed in employment, and provide an assessment of the program’s strategies to mitigate risk to employers who hire participants in the program.