This investigation evaluated the hypothesis that the development of either effective or disruptive adolescent problem-solving behavior is reciprocally associated with the child-rearing strategies of parents. Longitudinal data collected over 3 time points from a large sample of families were analyzed at 1-year and 2-year measurement intervals by using structural equation modeling. Parent and adolescent behavior was assessed by independent observers. Reciprocal parent–adolescent interactions occurred primarily in the presence of disruptive adolescent behavior. Analyses involving positive adolescent behavior produced unidirectional effects from parent behavior to adolescent behavior. Also, reciprocal associations were most evident when the 2-year measurement interval was used.