Parental monitoring (i.e., parental knowledge of adolescents’ activities and whereabouts, sources of this knowledge), robustly predicts adolescent engagement in risk behaviors. Influenced by the parenting triad framework of parental motivations/beliefs, monitoring, and behavior management, we investigated how parental knowledge and its sources relates to (a) domains of parent-adolescent conflict; and (b) parent and adolescent behavior during a conflict discussion task. Using the Actor-Partner Interdependence Model, we tested the inverse link between parental knowledge/its sources and conflict processes. Eighty-seven adolescents (agem=15.18; 55% female) and parents completed surveys about parental knowledge and its sources (i.e., parental solicitation, adolescent disclosure), as well as separate interviews on conflict and related domains. A subset (n = 65) completed a parent-adolescent discussion task, wherein dyads interacted for 5 minutes about an adolescent-identified conflict topic. One conflict-relevant domain (i.e., differences in perceptions of daily life) related to parental knowledge, such that parents’ reports of increased differences in perception predicted decreased knowledge, solicitation, and disclosure, and for both parent and adolescent reports of these domains. For adolescents’ reports of these different perceptions, increased differences related to decreased solicitation and disclosure, but only for adolescent reports. Adolescent reports of parental knowledge, solicitation, and disclosure (but not parent reports) predicted behaviors both dyad members displayed during the conflict discussion task, namely behaviors indicative of attachment processes and hostile behaviors. Findings reveal links between monitoring and conflict, confirming the importance of understanding how monitoring represents an important domain of parent-adolescent relationship with implications for adolescent behavioral concerns.