In the current knowledge society, adoption of information technology (IT) innovation initiatives has become a necessity for the success of most organizations. The decision to adopt information technology solutions however must be made on welldefined user requirements, and not on mere high-expectations. In this paper we present a case study of an ambitious Saudi Arabian charitable organization that decided to start the development of its information system based on anticipated modes of operation and not actual operational and user requirements. Even after the deployment of the information system, the shape of organizational operations was still transforming. Once functional operations of the foundation were finally stabilized it was realized that the developed system, to a large extent, had failed to meet the actual user needs and its intended user adoption did not fully materialize.