This chapter investigates the development of Moravian theology in the mid-eighteenth century, emphasizing its radical mysticism and its implications for global mission work. It centers on the intertwined trajectories of the Church’s “Blood and Wounds” theology and “marital theology” during a period of fervent spiritual enthusiasm, known as “The Sifting Time.” Despite later efforts to erase or downplay these theological tenets, they profoundly influenced missionary practices, particularly in Caribbean missions among enslaved Afro-Caribbeans. Zinzendorf’s “Blood and Wounds” theology focused on Christ’s suffering, especially his side wound, which was venerated as a site of spiritual refuge and rebirth. This resonated with enslaved converts, who found solace and community in the theology’s language of suffering and salvation. Meanwhile, marital theology framed earthly marriage as a reflection of spiritual union with Christ, emphasizing a sacramental view of intimacy while denouncing lust. The chapter illustrates how these theologies, though originating in European congregations, adapted to the realities of Caribbean slave societies. Missionaries upheld ideals of marital fidelity, reshaped community structures, and navigated the complexities of plantation life. These theological innovations, while appealing to enslaved communities, also reinforced existing power dynamics and shaped the Moravian Church’s global identity as a distinct Protestant movement.