Previous studies have explored the relationship between students' school stress and resilience but have largely overlooked the relationship between students' daily academic hassles and buoyancy. Although the close relationship between academic buoyancy and achievement has been confirmed, using the academic buoyancy perspective to explain the relationship between flourishing and mental health problems is lacking in current research. Therefore, this study analyzes the relationship between four variables: daily academic hassles, academic buoyancy, flourishing, and mental health problems among Taiwanese high school students. This study's major contributions are as follows: (1) this study found that daily academic hassles can negatively predict academic buoyancy; (2) academic buoyancy can positively predict flourishing; (3) daily academic hassles can negatively predict flourishing and positively predict physical and mental health problems; (4) academic buoyancy negatively predicted physical and mental health problems; (5) the negative correlation between flourishing and physical and mental health problems; (6) the relationship between daily academic hassles and physical and mental health problems is mediated by academic buoyancy and flourishing. Finally, the study discusses the results and proposes relevant recommendations for schools, teachers, students, and future research.