The study examined the core self-evaluations of prisoners on formal and vocational education in Luzira Prison in Uganda. A cross-sectional survey design using a quantitative approach with.800 participants selected purposively was used. Core self-evaluations were measured using Judge, Erez, Bono and Thoresen’s scale, while data were analyzed using one-way analysis of variance (ANOVA) and post hoc test. The study yielded statistically significant variations among education levels, (F [4, 795] =3.18, p <.05) where a post hoc test revealed significant difference between Degree holders (M = 2.86, SD = .27), on the one hand, and O’Level (M = 3.00, SD = .29), A ‘level (M = 3.039, SD = .32) and Diploma (M = 3.00, SD = .29) level students, on the other. The study demonstrates the significance of core self-evaluation to the life prospects of the prison inmate and recommends that prisoners' core self-evaluations be nurtured. It supports studies that correlate core self-evaluations to ultimate reduction in prison congestion and government expenditure.