First-generation immigrants and refugees (newcomers hereafter) enroll in college at high rates often motivated by high aspirations and optimistic views about the potential for education to stimulate social mobility in the United States. In their pursuits, however, newcomers face many obstacles to completing their degree. This chapter draws on Bourdieu’s theory of cultural capital to explore the postsecondary aspirations and experiences of eighteen current and recently graduated newcomer college students. Through in-depth interviews, participants documented the challenges they faced during their transition to college. This chapter draws attention to the social and structural challenges facing newcomers as they transition to college as well as the resources on which they may draw in their educational pursuits. For instance, while participants demonstrated fortitude and determination to succeed in college, many also expressed concerns that they would not be able to fulfill their career goals and high aspirations. The findings offered in this chapter have practical implications for educators and policymakers seeking to improve the completion rates of newcomer college students.