This chapter explores Augustine’s intellectual formation and conversion to Christianity in the context of late antiquity’s philosophical, religious, and political transformations. Tracing his journey through Manichaean dualism, Neoplatonism, and finally Pauline Christianity, the chapter highlights Augustine’s struggles with the nature of evil, the limits of human will, and the role of divine grace. Drawing on the Confessions, it examines Augustine’s dialogue with Platonism, particularly Plotinus, whose hierarchy of being and emphasis on inner ascent deeply influenced him – but could not resolve the question of the incarnation. Augustine’s embrace of Christ as both divine and human offered a radically new model of wisdom grounded in humility and love (caritas), unavailable in pagan philosophical traditions. The chapter contextualizes Augustine’s thought within Roman imperial history, the codification of Christian scripture, and the evolving notion of philosophy as a way of life. Ultimately, it shows how Augustine’s life and writings forged a new intellectual synthesis, in which classical reason and biblical faith coalesced into a powerful vision of human transformation, one that would shape Christian anthropology, literary practice, and theological reflection for centuries.