Moral education requires interdisciplinary engagement across philosophy, psychology, and education. Positive psychologists regularly acknowledge the breadth and depth of wisdom regarding the cultivation of virtues present in philosophical and religious texts and consult such writings when creating constructs, but they are less prone to integrate scientific findings with historical texts as inquiry proceeds. Thus, we provide a comparative analysis of the advice given in Lorenzo Scupoli’s The Spiritual Combat, from traditional Christian moral wisdom literature and the research findings from positive psychology on the cultivation of the virtue of patience. Points of convergence relate to the utility of engaging activities that include cognitive reappraisal, habit formation through daily practice, activating positive motivation, prayer, mantra/transcendental meditation, and cultivating elevation through meditation on moral exemplars. Areas of divergence include the advisability of suppression, the role of motivation, and necessity of spiritual intervention, which suggest areas for future inquiry in moral education.