This article reviews the emerging concept of Contextual Intelligence (CI) and its relevance to sport psychology. Interviews with expert performance consultants suggest that CI is a key factor in successful consultations. Although CI has often been considered a tacit process learned indirectly through experience, systems theory and institutional research offer models for assessing organizations and developing contextual “maps.” By having a framework and language for assessing context, sport psychologists can more effectively develop contextually intelligent and culturally appropriate interventions. The authors offer a framework for assessing context and developing contextual “maps.” Specific guidelines and principles for designing contextually intelligent interventions are provided.