Children undergo significant changes as they enter secondary school, a time during which their social and academic self-concept is fluid and the pressures to adjust and show positive attitudes and behaviours are intense. Utilising data from the Millennium Cohort Study (Waves 4 and 5) the purpose of this study was two-fold: to examine longitudinal changes in academic self-concept, self-esteem and school attitudes in pre and mid adolescents through the lenses of gender and SES; and to trace the unique and cumulative effects of SES, gender and parenting on academic self-concept, self-esteem and school attitudes in 14-year-olds. The findings showed that academic self-concept, self-esteem and positive school attitudes decreased considerably between the ages of 11 and 14, and that girls rated themselves lower in self-esteem and school attitudes than did boys. The observed drop in academic self-concept was sharper in 14-year-olds from economically less well-off families. Parent behaviour and practices and the home learning environment contributed significantly to 14-year-olds' school attitudes, self-esteem and self-concept. These findings have implications for developing school policies that support self-esteem especially during the first years of secondary education.