This chapter argues that rap has been undervalued by English studies. It conducts a close analysis of the work of Roots Manuva to develop a nuanced account of how his rap songs engage with contemporary human experience, and to demonstrate how literary critics might respond to them. It draws on the work of Jaques Derrida and Giorgio Agamben to examine the literary singularity of Roots Manuva’s third album Awfully Deep. Rodney Smith can be seen to play with with forms of temporality, the tension and difference between sound and sense, and understandings of the self in a digitally mediated world. The chapter proposes that by drawing on the concept of the semiotic-performative alongside that of the semantic and semiotic-poetic, students of English literature might be better able to engage with the significance of Smith’s oeuvre.