Prior research has suggested that children are at a greater risk of maladjustment in cases where a parent has experienced childhood maltreatment. The purpose of this study is to explore the role of parent's childhood maltreatment in its effects on parenting behavior, parent characteristics, and child adjustment. The multiple pathways through which parent's childhood maltreatment can be both directly and indirectly linked to child maladjustment were explored. Further, risk and protective factors, such as early age of becoming a parent or high parent education, which may play a role were examined as both potential moderators and mediators of the relation between parent's childhood maltreatment and children's maladjustment. Overall, several of the hypothesized pathways were supported. In particular, parent depression and parent's socio-demographic factors were found to act as mediators and moderators of the relations between parent's childhood maltreatment and child maladjustment. There was lesser evidence of child maltreatment behaviors and parenting behaviors mediating or moderating the relations between parent's childhood maltreatment and child maladjustment. Recommendations for future research directions as well as directions for intervention and prevention efforts for at-risk families and children will be suggested.