The aim of this study was to investigate the mediating effect of adolescent-parent career congruence in the relationships between academic expectations stress and school attachment, and academic expectations stress and career exploration. Data were collected from a sample of 476 adolescents. This study found that adolescent-parent career congruence predicted career exploration and school attachment, academic expectations stress predicted school attachment, but academic expectations stress did not predict career exploration. The results suggested that the relationship between academic expectations stress and school attachment, and academic expectations stress and career exploration, were partially mediated by adolescent-parent career congruence.