Given the increasing importance of education to socioeconomic attainment and other life course trajectories, early academic struggles can have long-term consequences if not addressed. Analysis of a nationally representative sample with official school transcripts and extensive data on adolescent functioning identified a social psychological pathway in this linkage between external feedback about early struggles and truncated educational trajectories. For girls, class failures absent of diagnosed learning disabilities engendered increasingly negative self-perceptions that, in turn, disrupted math and science course-taking, especially in family and peer contexts in which academic success was prioritized. For boys, diagnosed learning disabilities, regardless of class performance, engendered the same changes in self-perception and the same consequences of these changes for course-taking across family and peer contexts. These results reveal how ability labels and ability-related performance indicators come together to influence the long-term educational prospects of girls and boys attending mainstream schools in which the majority of students do not have learning disabilities or severe academic problems. Keywords: education, learning disability, academic failure, peers, and stigma.Education is a high-stakes game in modern American society. How young people do in the educational system profoundly affects their transition to young adulthood (e.g., college matriculation, entry to the paid labor force), which, in turn, lays the foundation for adulthood, not just in terms of income but also in relation to health, marriage, and fertility (Jacobs 1996; Kingston et al. 2003;Schneider and Stevenson 1999). Given the tight coupling within these developmental sequelae, classwork, grades, and testing are more than just the mundane, everyday business of adolescence; they are building blocks of the entire life course (Shanahan 2000). Consequently, high school can entail great pressures for performance and conformity, so that any evidence of struggle signals to the self and to the world that one is just not measuring up. In this climate, problems in the learning process can change how young people view themselves and their abilities. These changes can then affect the academic trajectories that are so important to subsequent life course transitions, especially in social contexts in which the standards to which young people must measure up are particularly high (Correll 2001).Thus, schooling is a profoundly social psychological experience, where risks and rewards are predicated not just on innate abilities and skills but also on the self-concepts that young people Direct correspondence to: Robert Crosnoe, Department of Sociology and Population Research Center, University of Texas at Austin, 1 University Station A1700, Austin, TX 78712-1088. crosnoe@mail.la.utexas.edu. Please direct all requests for permission to photocopy or reproduce article content through the University of California Press's Rights and Permissions website,...