Researchers and practitioners alike face a daunting challenge when evaluating the “success” of information systems. The purpose of this monograph is to deepen, researchers and practitioners, understanding of the complex nature of IS success measurement driven by the constantly changing role and use of information technology. This monograph covers the history of IS success measurement as well as recent trends and future expectations for IS success measurement. The monograph also identifies the critical success factors that drive information system success and provides measurement and evaluation guidance for practitioners. This comprehensive study of IS success measurement is designed to improve measurement practice among researchers and managers.