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Affirmative action and preferential admission policies play a crucial role in fostering social mobility by bolstering the prospects of disadvantaged groups. In this paper, we analyze the long-term effects of a Chilean policy (PACE) that targets students in underprivileged schools, offering guaranteed admission to selective colleges to those graduating in the top 15 percent of their high school class. Leveraging both the randomized expansion of PACE and the admission discontinuity, our analysis reveals that PACE yields positive labor market effects for the average targeted student, especially women, driven by the selectivity of the attended colleges. However, for marginally eligible students, higher dropout rates and negative labor market outcomes emerge, suggesting PACE may induce a mismatch between their skills and the academic rigor of selective programs. Finally, we find that students in the bottom 85 percent of their schools experience positive effects on labor market outcomes. We identify equilibrium effects on local labor markets as a potential mechanism. The results suggest that there is a limit to how far preferential admissions can go while delivering on their promises.