Medieval Jewish-Christian intellectual exchange went far beyond theological disputes, as evidenced by the profound philosophical dialogue between Moses Maimonides and Thomas Aquinas. Through close analysis of philosophical texts and translations, Aquinas emerges as deeply influenced by Maimonides' *Guide of the Perplexed*, particularly in his arguments for God's existence, understanding of divine attributes, and treatment of creation and prophecy. While both masters grappled with harmonizing Aristotelian philosophy and revealed religion, they developed markedly different approaches: Maimonides embraced philosophical esotericism amid religious persecution, whereas Aquinas openly reconciled faith and reason through his doctrine of divine grace. The impact of this intellectual cross-pollination extended well beyond their era - fifteenth-century Spanish Jewish philosophers later defended Maimonides against critics by reinterpreting his work through a Thomistic lens, effectively denying his esoteric approach and recasting him as a champion of revelation over reason. This "Judaization" of Aquinas' synthesis reveals how medieval philosophical exchange transcended religious boundaries, ultimately reshaping Maimonidean rationalism and contributing to Jewish mysticism's later prominence.