The heart’s thought leaps toward beauty as an aesthetic response by the sensate imagination. Archetypal psychology, as a “soul-making” tradition originating from James Hillman, claims aisthesis (“sense perception”) is a valuable epistemology. Insofar as psychotherapy is a tending to soul, the question emerges whether beauty as it is revered through Hillman’s “poetic basis of mind” reveals practical wisdom for the patient and provisions the psychotherapist with a responsive clinical praxis. By weaving hermeneutic, alchemical hermeneutic, and artistic-creative methodology this study reevaluates the notion of logos (most simply understood as “speech”) as legein (“gathering”), or listening, and proposes that it is the aesthetic experience of importance. Herein an archetypal fool guides as phenomenological listener, uncomplicates the metaphysics of anima mundi through accidental gnosis, plays with a tree by listening to it via modular synthesis, and disturbs leftover certainties by daring to wonder if knowledge is even desired by the imagination.