In Anselm of Aosta's thought and practice, the theme of reason and that of the dynamism of love are closely interconnected — even if a sometimes segmented reading of his work may not always have made it evident —, to the point that listening to this author's voice can offer contemporary culture — often characterized by a relative distrust in reason and by the growing awareness of the need to delve into the implications of love, often thought of in opposition to those of reason — the possibility of rediscovering the dynamism of love also through and within that of reason, in a conjunction that captures both of them in the tension of the rational creature towards the fulfillment of what it discovers it was made for, that is, for its rectitudo. This connection can be recognized in its development throughout Anselm's work. Our contribution aims to highlight this co-implication operating since the Monologion, fundamental and in some way "programmatic" text, in which reason is measured with its own exercise, with what moves it and towards which it is directed, with what it understands as its own telos and which it recognizes as the horizon of fulfillment of the rational creature, as well as in a certain sense of the supreme essence, understood by the path of sola ratione itself.