Early monastic communities in Egypt were veritable laboratories for the practice of Christian virtue; perhaps surprisingly, they were also large-scale coordinated communities of labor. That manual labor should have been part of anchoritic life is not obvious; given that hermits were leaving the cities and the usual occupations of life in the world, there might be a question as to why they would seemingly return to such occupations having sought the purity of living alone in the desert. Combining Platonic thought with radical Christianity, the monks found a way to make the maximally spiritual life also a worker’s life. The architects of this form of life saw manual labor as a means for achieving self-sustenance, an effective weapon against temptation, a resource for the support of the needy, and a vital component in the monks’ ascetic program. The argument of this paper is that this powerful cultural consensus on the centrality of work to monastic life endured for almost a thousand years before it came to be qualified, by Thomas Aquinas among others. When Thomas Aquinas writes on the purposes of manual labor he is entirely traditional. However, Aquinas ends up diminishing the extent to which the pursuit of the traditional goods gained by the practice of manual labor is obligatory for monastics. Aquinas’s discussion of manual labor as an element of monastic life is a definite departure from the tradition. In the typically polite fashion of a scholastic theologian, Aquinas shifts away from Augustine and re-interprets St. Paul in unprecedented fashion. His argument is influenced by his own commitment to a new form of monastic life, which was changing not just theologically but as a result of the evolving backdrop of the social and economic realities with which religious life necessarily interacted.