University career services face several challenges when seeking to provide career support to their students. Examples of these challenges include (i) a lack of student awareness and engagement, (ii) a lack of institutional commitment, (iii) student demands for health and wellbeing support, and (iv) issues promoting social mobility. Each of these challenges has been exacerbated by the COVID-19 pandemic, which has seen record levels of demand for career-related and wellbeing-related support from university students. A lack of resources to meet such demands requires innovative strategies to engage students, foster social mobility, and produce diverse talent for organizations. In this chapter, the authors explore each of these challenges before offering five engagement strategies, including (i) raising awareness and visibility, (ii) accessible, timely and tailored support, (iii) peer mentoring and alums mentoring, (iv) embedding employability into the curriculum, and (v) additional partnerships and resources. Four lived experience insights conclude the chapter.