ABSTRACT Historically, and in contemporary society, the pursuit of higher education remains an integral part of social mobility. The research presented in this article aligns with previous research capturing the complexities many students from non-traditional backgrounds face in transitioning to tertiary education. We focus on a small cohort of young men from working-class backgrounds who were able to access elite higher education institutions. Statistically, this population is the least likely to attend university or engage in post-secondary education and training. We explore how they adjust aspects of their identities to align with their perception of an elite university context. We see their journeys as a process of negotiation, of identifying with certain aspects associated with elite settings while rebuffing others often through reference of historically embedded aspects of working-class culture. To decipher these negotiations, we focus specifically on four key themes present in the data: a sense of exceptionalism; confronting the competitive culture; fitting in; and reaffirmations of working-class culture.