This research project explored the quality of education at CHSA, an independent school based in Ottery, Cape Town, and whether its learners were able to attain upward social mobility once completing their schooling. In South Africa, education quality continues to be a function of other societal inequalities. Children from poor homes generally attend under-resourced schools that prepare them for low-skilled, low-income jobs once they enter the world of work, if they are lucky enough to become employed (Bray et al, 2010; Sayed et al, 2017).