General Strain Theory (GST) places importance on the experience of negative emotional states resulting from exposure to stressful and/or negative events. Subsequent research has suggested that identifying strain might be contingent upon the use of objective or subjective measures of strain, and that the types of delinquent outcomes assessed might mediate the significance of the findings. Using a sample of nontraditional high school students, this study examines whether objective or subjective measures of academic strain will explain involvement in both substance use (e.g., alcohol, tobacco, and other drugs) or delinquent offending. We conclude with results and policy implications.