Much research has investigated maternal and child predictors of educational attainment. This longitudinal study builds on past research by examining how everyday mother-child conversations about decision-making in early adolescence predict adolescents' decisions to drop out of high school, terminate their education with a high school degree, or complete high school and enroll in tertiary education. Forty-four mothers' use of emotionally enabling speech and willingness to allow their 7th grade children (25 girls; 19 boys) to select their friends predicted children's later decisions about educational attainment in high school. In contrast, children's reported intrinsic motivation, receptive vocabulary scores, and mothers' education did not predict children's educational attainment. These findings underscore the importance of going beyond status variables such as maternal education, to incorporate measures of parent-child interaction in predicting adolescents' educational trajectories.