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This study examines the U.S. high schoolers’ career aspiration and readiness gaps. It combines two datasets: (1) PISA data for career aspirations and skills (labor supply side) and (2) O*NET data for occupational skills expectation (labor demand side). Needs analysis reveals American students being aspirational but underskilled for STEM and Health jobs, with lower math skills among STEM job-seekers, and lower reading, math and science skills among Health job-seekers. The skill gaps were relatively larger among female, racial minority (Black and Hispanic), and lower-SES groups. In contrast, there were no career readiness gaps in CASH (Culture, Arts, Society and Humanities) profession and non-professional jobs. It has policy implications to improve career readiness and reduce skill gaps among underrepresented minority students.