This study examined the factors that determined labour market outcomes for recently graduated, underrepresented college students. Chile’s largest higher education institution, which has a significant number of first-generation students from more deprived social sectors, was considered. A quantitative methodology was applied using logistic and multinomial regression models. Occupational status and income level were chosen as the dependent variables and five dimensions of independent variables were considered: sociodemographic attributes, human capital, academic characteristics, personality traits, and work environment. The results indicated that males, graduates who worked during their studies, heads of households, graduates from technical-professional high schools, those who completed their higher education studies in a timely manner, those who worked for larger private companies, and those who worked in a different geographical region to the one in which they studied had better labour market outcomes. Suggestions for institutional practices to help underrepresented students have successful career transitions are discussed.