Paul's ‘therapeutic epistle’ in 2 Cor 1.1–2.13; 7.5–16 provides material for a comparative analysis of Paul's view of the emotions and emotional therapy in the context of ancient psychagogic literature. Paul's treatment of ‘remorse’ and ‘repentance’ demonstrates his familiarity with the discourse of the philosophers on the role of the passions in moral progress. Paul's account of ‘pain’ is shown to be anomalous in the context of ancient psychagogic literature shaped by a Stoicizing theory of the emotions. Paul emerges from this comparative analysis as the harbinger of change in the ancient theory of the emotions and the practice of emotional therapy.