Scholars agree that the imagination is central to esoteric practice. While the esoteric vis imaginativa is usually attributed to the influx of Neoplatonism in the Italian Renaissance, this article argues that many of its key properties were already in place in medieval scholasticism. Two aspects of the history of the imagination are discussed. First, it is argued that esoteric practice is rooted in a broader kataphatic trend within Christian spirituality that explodes in the popular devotion literature of the later Middle Ages. By looking at the role of Bonaventure’s “cognitive theology” in the popularization of gospel meditations and kataphatic devotional prayer, it is argued that there is a direct link between the scholastic reconsiderati...