College and career readiness is a concern in both business and education arenas. Employers are calling for entry-level employees with basic academic skills and educators are being held accountable for student achievement in similar academic areas. In this environment, WorkKeys has emerged as a set of assessments that could respond to the needs of both employers and educators and signal to test takers their readiness for further education or a career. In Alaska, state policymakers selected WorkKeys for use with high school juniors in an effort to measure both college and career readiness. A study was conducted in one urban Alaska high school regarding juniors' perceptions of college and career readiness related to WorkKeys scores. Findings indicated a gap between student perceptions of college and career readiness and college-ready WorkKeys scores, and perceived value in the use of WorkKeys assessments. Results and implications for educational leaders and policymakers are presented.