Abstract. Virtual professional communities increasingly make use of standard information tools, like mailers and groupware applications, to support their collaborative activities. However, the requirements of these communities and the technologies in use change rapidly, so that requirements and available functionalities continuously need to be recalibrated. Changing their mappings is not trivial, because of the many dependencies between the business processes and tool components. To increase the efficiency of the specification process, functionality matching approaches need to be developed that are sensitive to the socio-technical semantics of the community. In this way, the technical feasibility of a proposed change can be more easily determined. In this paper, we propose a concrete matching approach based on the RENISYS method for legitimate user-driven system specification. The approach consists of a series of matching process steps which are based on a functionality matching meta-model. We illustrate how such an approach could be used in practice by applying it to a proposed system change process in the case of an electronic journal 1 .