Most scholars tend to focus on the metaphysical and epistemological aspects of Anselm of Aosta’s Proslogion and they often consider any meditative features to be of little importance. I will argue that reading the Proslogion as a meditative text can be justified based on the manuscript evidence and its textual history. A careful examination of the manuscript witnesses to this text reveals at least four versions, which enabled different readings of the text. I will argue that one version was a more meditative reading, namely, the first version of the Proslogion. That focus is also attested by the type of texts that travelled with this version from the twelfth to the fifteenth century. Having established the validity of such a reading, I will bring to the surface the features of the Proslogion that make it a meditative text. Of the many possible outcomes focusing on the meditative features of the Proslogion, this essay will explore only one here: the fool of chapter two emerges not as some heretic, pagan, or proto-atheist, with whom Anselm has engaged in intellectual combat. Instead, in the mimetic tradition of meditative texts of the eleventh and twelfth centuries, the fool is Anselm himself and, by extension, the reader.