Wretchedness occupies a pivotal position in the depth-psychology corpus, functioning simultaneously as anthropological diagnosis, spiritual catalyst, and psychological datum. Pascal provides the most sustained philosophical treatment: for him, wretchedness is not incidental suffering but the constitutive condition of fallen human nature, paired dialectically with greatness, such that to know one without the other is equally dangerous. Solomon and Job are his exemplary witnesses — the happiest and unhappiest of men converging on the same truth. This Pascalian frame resonates with the alchemical literature as read by Jung and Edinger, where wretchedness is embedded in the nigredo — the blackness of Saturn, guilt, and prima materia that must precede transformation. In the Buddhist stream represented by Suzuki, wretchedness names the existential predicament of conditioned existence, the recognition of which propelled the Buddha toward Nirvana. The Philokalia and hesychast tradition domesticate wretchedness into the machinery of compunction: it is both the accurate perception of one’s moral state and the precondition for genuine repentance. Hollis reads the wrestling of Hopkins as wretchedness endured as psychic ordeal rather than fled. Across these traditions a recurring tension holds: wretchedness as terminus — the abject end of meaning — versus wretchedness as threshold, the necessary passage through darkness toward illumination, transformation, or liberation.