This study examines school and work barrier beliefs about the limitations of education for future career rewards and perceived supports for attaining the educational and career aspirations of low-income, inner-city, African American, Hispanic/Latino(a), and Caribbean immigrant youth. The authors find that higher levels of school and work barrier beliefs are associated with lower aspirations, particularly for minority youth who are less recent immigrants. The authors described workshops designed to constructively challenge counterproductive school and work barrier beliefs by expanding participants' learning about accessible sources of support for attaining their school, work, and life goals. Results indicate that participants endorse two types of support sources: contextual supports (relational and community resources accessible in their environments) and personal resources (psychological assets within the individual). The authors propose that personal resources be conceptualized from social learning theory as facilitative task approach skills (e.g., productive work habits, learning-oriented performance expectations, helpful cognitive processes, beneficial problem orientations, self-regulated emotional responses, and other personal assets). (Contains 1 table.)