This study examined the association between expanded Medicaid eligibility and prerelease Medicaid enrollment assistance on Medicaid enrollment for recently incarcerated adults in Wisconsin. The results indicate a statistically significant increase in Medicaid enrollment both after eligibility expansion and enrollment assistance implementation. Prior to these changes, Medicaid enrollment one-month post-release was 8 percent. This grew to 36 percent following eligibility expansion and 61 percent after the implementation of enrollment assistance.