Information technology (IT) continues to play an increasingly important role in today’s businesses. As such, understanding IT and measuring its effect are imperative for the expansion and profitability of any business. This paper attempts to address the question - how to measure IT effectiveness - according to the CIO’s perspective. In this research-in-progress, we provide a review of the pertaining literature, focusing on the definitions, the measurements, and the nomological networks of IT effectiveness. Our ultimate research goal is to learn the CIO’s perspective on measuring IT effectiveness in their organizations, so that we can develop an improved model for the measurement of IT effectiveness. This improved model can help current and future IT managers and business executives improve their abilities to measure IT effectiveness in their organizations, enabling them to maximize the effectiveness of IT in aiding their respective organizations achieve their business objectives.