The investigation was an exploratory study that examined the association of externalizing and internalizing problems with school achievement and school engagement in a sample of African American mothers and adolescents (N = 200). The study also assessed whether demanding kin relations moderated the relations between these variables. Hypotheses were examined with structured interviews administered to mothers and adolescents. Results revealed that externalizing problems were negatively associated with adolescents’ school achievement. Also, the negative relations of externalizing problems with school achievement and school engagement were especially apparent in families with demanding kin relations. Additional research is needed on potential antecedents of demanding kin relations as well as the processes mediating the effects of negative relations with kin.