This study aims to investigate (a) the mediating role of overparenting between father’s educational level and children’s school problems, and (b) the joint moderating role of children’s gender and surgency in the indirect relationship between father’s educational level and school problems. Participants were 203 schoolchildren, 96 boys (47.3%) and 107 girls (52.7%), aged 7–8 years (M = 92.42 months, SD = 3.52). Fathers reported their educational level, age and employment status and their children’s gender and number of siblings, as well as their overparenting behaviors by Anticipatory Problem Solving (APS) scale. Teachers informed children’s school problems by the Behaviour Assessment System for Children (BASC T-2). Parents together informed their children’s surgency levels by a subscale of Children's Behaviour Questionnaire (CBQ; Rothbart et al., 2001). Results showed that, in girls, the father's educational level was negatively related to the child's school problems via overparenting behaviors, controlling the number of siblings and father’s age and employment status. However, among boys, fathers’ overparenting protect their shy sons from the risk of a low educational level for school problems. These findings highlight the relevance of considering the gender and surgency to a better understanding of the effects of contextual factors on children’s outcomes.