This work seeks to demonstrate that Gregory’s spirituality forms and is formed by his theology and especially his understanding of the person and work of Christ. His spirituality is that of a contemplative looking for Christ and finding him in the pain of this world. Gregory’s theological emphases of the experience of pain and eschatology found in his Moralia in Iob find their connection in his Christology. In contemplative union with Christ the pain of this life will make sense and in the last judgment the great mystery of the divine purpose will be revealed.