This paper investigates the idea of organization transformation appropriate to the advent of information technologies (IT). Specifically, we describe a traceable framework of transformation, which accommodates the shift of information system (IS) support from automating to informating to knowledging. The paper intends to clarify the context of IT/IS-based organization transformation through the contextualization of IS support and its relation to organizational design. This is done by elaborating the design issue of IS support that help structure and facilitate knowledge interconnectivity, through the exposition of the social processes in which, in a specific organizational context, a particular group of people can conceptualize their world and hence the purposeful action they wish to undertake. That provides the basis for ascertaining what information support is needed by those who undertake that action. Only then does it become appropriate to ask how modern IT can help to provide that support. We conclude by reiterating the challenge of designing IS’s as meaning attribution systems in which people select certain resources out of the mass potentially available and get them processed by means of IT, to make them meaningful in order to support their purposeful actions.