The aim of this study is to examine differences in student burnout by gender, time status with two time points before and after an educational transition, and educational track (academic vs. vocational). The definition of burnout is based on three components: exhaustion due to school demands, a disengaged and cynical attitude toward school, and feelings of inadequacy as a student (Salmela-Aro, Kiuru, Leskinen, & Nurmi, 2009). A total of 770 Finnish adolescents (M age = 16) were examined at the beginning of their last year in comprehensive school, and three times annually during their secondary education both on academic and vocational tracks. Among boys on the academic track, overall school burnout and its three components, exhaustion, cynicism and inadequacy, increased, whereas among boys on the vocational track, no changes in school burnout emerged. Among girls on the academic track, overall school burnout and inadequacy increased, whereas among girls on the vocational track, cynicism decreased. Finally, school burnout was highest among girls on the academic track, but increased most among boys on the academic track. (Contains 6 tables and 4 figures.)