Organisations are increasingly investing in complex technological innovations, such as enterprise information systems, with the aim of improving the operation of the business, and in this way gaining competitive advantage. However, the implementation of technological innovations tends to have an excessive focus on either technology innovation effectiveness (also known as system effectiveness), or the resulting operational effectiveness. Focusing on either one of them is detrimental to the long-term performance of the enterprise and a failure to achieve the real value of technological innovations. As current literature is silent in regard to the alignment between technology innovation effectiveness and operational effectiveness, this research uses acombination of qualitative and quantitative, three-stage methodological approach to investigate the factors that influence the alignment between technology innovation effectiveness andoperational effectiveness. Initial findings suggest that factors such as quality of information and quality of the service due to technology innovation effectiveness, and quality and speed fromoperational effectiveness are important and correlated factors that promote alignment between technology innovation effectiveness and operational effectiveness. In addition, multiple regression analysis has been used to identify the structural relationship and provide anexplanation of the alignment between technology innovation effectiveness and operational effectiveness that leads to improved operational performance. This research is part of a broader study that examines the benefits of technological innovations in organisations in Australia.