<p>This study offers a cognitive–ethical interpretation of Proverbs 18:14 to illuminate the psychological phenomenon known as the Solomon Paradox. Despite extensive psychological research on the Solomon Paradox, existing studies remain largely confined to secular cognitive and affective frameworks, with virtually no engagement with the biblical wisdom literature as an interpretive resource. This study addresses this gap by integrating Proverbs 18:14 into the analysis of wisdom failure and self-related judgment, employing an interdisciplinary approach that integrates cognitive psychology and biblical hermeneutics into the wisdom literature subgenre. The study identifies three core insights: (1) Proverbs 18:14 diagnoses the affective dimensions of wisdom’s failure, (2) affective resilience underpins reflective and prudent decision making, and (3) self-transcendence operates as an implicit cognitive mechanism within the proverbs. These findings suggest that biblical wisdom conceptualises prudent judgment not merely as a cognitive skill but as the outcome of resilient inner states grounded in <i>rûaḥ</i>. By bridging biblical hermeneutics and contemporary psychological theory, this article advances a foundational cognitive–ethical framework for understanding wisdom, offering implications for both pastoral care and psychological practice.</p>