This research evaluates the social context of adolescent intervention programs through a critical lens to determine the impact on youth postsecondary decisions with respect to both educational attainment and deviant behavior, further examining the role of education from a social and political perspective. The Education Longitudinal Study 2002/06 is employed. Propensity score matching is used to make causal inferences with respect to program participation and the impact of some associated ecological aspects. Policy recommendations for programmatic enhancement and future research are discussed based on the implications of the findings. (Contains 15 footnotes, 6 tables, and 3 figures.)