Research Findings: This study examined relations between contextual risk, maternal negative emotionality, and preschool teacher reports of the negative emotion dysregulation of children from economically disadvantaged families. Contextual risk was represented by cumulative indexes of family and neighborhood adversity. The results showed a direct pathway linking family adversity to child negative emotion dysregulation and indirect pathways for both family and neighborhood adversity through maternal negative emotionality. Practice or Policy: The results suggest the importance of conceptualizing distal and contextual aspects of the ecology of disadvantage as well as more proximal caregiving variables in interventions targeted for young children showing negative emotion dysregulation. (Contains 2 tables.)