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Over the past few decades, there has been accumulating evidence that prenatal exposure to risk is negatively related to child self-regulation. However, the mechanisms underlying this relationship are unclear. The present study used a multimethod approach to simultaneously examine the mediating role of the developmental trajectories of observed parenting quality (support, stimulation, and structure) and children's functional brain networks (small-worldness) from infancy into the preschool period in a sample of 233 children and their biological mothers. The results revealed a potential sleeper effect: Prenatal exposure to risk was negatively related to child self-regulation during the preschool period, but not during infancy. Parenting quality remained relatively stable over time, whereas small-worldness showed an increase during infancy, followed by a decrease into the preschool age period. These developmental changes did not mediate the relation between prenatal risk and child self-regulation. Prenatal exposure to risk was related to lower levels of maternal support during infancy, but did not affect the development of parenting quality over time. Prenatal risk was also not related to the growth rate of small-worldness in young children. However, the developmental changes in small-worldness predicted individual differences in child self-regulation. These findings suggest that children generally have the potential to benefit from positive postnatal parenting environments, regardless of the levels of prenatal risk. A potential target for intervention efforts based on the current findings might be related to postnatal experiences that impact the development of functional brain networks, which in turn could affect the development of child self-regulation. (PsycInfo Database Record (c) 2024 APA, all rights reserved).