Within the depth-psychology and Christian spiritual corpus, ‘sin’ emerges not as a uniform concept but as a contested site where moral theology, ascetic anthropology, and psychological anthropology converge and frequently collide. The biblical-counseling tradition, represented most forcefully by Mark Shaw, insists that addiction and behavioral disorder are fundamentally sin-problems — voluntary deviations from a divine standard — and resists the disease-model precisely because it dissolves moral agency and, with it, the possibility of genuine redemption. The Eastern Christian ascetic tradition, spanning John Climacus, Evagrius, the Philokalia’s hesychast authors, and Hausherr’s scholarship on penthos, treats sin as both ontological wound and habitual disposition: a voluntary departure from nature’s divine orientation that leaves indelible traces in the psyche, remedied through compunction, tears, and vigilant watchfulness. John of Damascus offers the speculative anchor: evil, and therefore sin, is not a substance but an accident — a voluntary deviation from what is natural. Edinger reads the Christian doctrine of sin (via Anselm) as a psychological account of ego-Self alienation. Thielman’s New Testament theology situates sin within Pauline eschatology: a cosmic condition inaugurated by Adam, intensified by the law, and overcome in Christ. The key tension throughout is between sin as individual moral act, sin as structural condition of fallen nature, and sin as relational rupture with the divine ground of being.