The guilt-shame dichotomy occupies a contested and generative position across the depth-psychology corpus, drawing together classical scholarship, moral philosophy, developmental psychology, and therapeutic practice. The central axis of debate concerns whether guilt and shame are structurally distinct emotional registers or differ only in degree and contextual emphasis. The psychoanalytic tradition, crystallised in the work of Gerhart Piers and Helen Block Lewis, anchors the distinction in separate agencies of the self: shame as a function of the ego-ideal measuring failure against aspirational standards, guilt as the superego’s response to transgression of internalized prohibitions. Bernard Williams deepens this into a phenomenological contrast — shame as the terror of annihilation before a witnessing gaze, guilt as the inner voice of a victim’s anger — while resisting any simple moral hierarchy between the two. Douglas Cairns subjects the influential shame-culture versus guilt-culture antithesis, derived from Ruth Benedict and applied to Homeric Greece by E. R. Dodds, to sustained critique, arguing that its apparent clarity collapses under empirical and conceptual pressure. David Konstan tracks the dichotomy’s fate in ancient emotional vocabulary, noting that the borderline between modern guilt and shame is considerably fuzzier than theorists propose. Russ Harris, from the ACT tradition, challenges the therapeutic convention that guilt motivates while shame paralyses, insisting that functional context determines the operation of both. The dichotomy thus matters less as settled taxonomy than as a productive site of conceptual strain.