Sorrow occupies a distinctive and contested position across the depth-psychology corpus, functioning neither as simple pathology nor as mere affect, but as a potentially transformative mode of engagement with loss, finitude, and the self. The tradition divides broadly into two registers. In the Christian ascetic lineage — Evagrius, Cassian, John Climacus, Gregory Palamas, and the Philokalic writers — sorrow is rigorously discriminated: ‘godly sorrow’ (penthos) is distinguished from the spiritually destructive sadness of worldly dejection, with the former understood as a gift that dissolves sin, nourishes repentance, and paradoxically opens onto joy. McGilchrist, writing from a neuropsychological and cultural perspective, argues that sorrow has been displaced in contemporary life by anger and resentment, and that this displacement signals a hemispheric and civilizational pathology, since sorrow depends on connection and leads to insight whereas anger depends on alienation. Welwood situates sorrow at the root of depression, distinguishing a grief arising from genuine loss from the self-blaming narrative that converts it into pathology. The Homeric corpus treats sorrow as an elemental communal reality — the publicly shared weight of mortal loss. Campbell reads it cosmologically, as the Buddhist wheel of sorrow signifying the suffering inherent in conditioned existence. Across these divergent frameworks, sorrow emerges as an affect whose suppression is always more dangerous than its acknowledgment, and whose cultivation, rightly oriented, is constitutive of depth, empathy, and spiritual maturity.