Some problems confronted by managers include ill-formulated wicked planning problems, a type of problem that is difficult to solve because, in part, it is difficult to know what the problem is. The Churchmanian Knowledge Management Systems (CKMS) (Richardson & Courtney, 2004) is comprised of design principles for aiding system designers, managers, and clients who make decisions pertaining to these ill-formulated wicked planning problems. Problemography theory is proposed as a method for developing a CKMS. The method aims to measure CKMS development by using development tools that enables stakeholders and theoreticians to clarify CKMS development. A study was conducted to test a proof-of-concept development tool. The tool tested is a proposed list of processes that occur during CKMS development, processes derived from Churchman's (1971) Singerian inquiring systems theory. A gap analysis was performed whereby the proposed processes were compared with the processes found during a case study of people confronting issues related to the 'wicked' problem of Florida's invasive plant problem. A second study was conducted to explore possible design principles for developing a CKMS. Two proposed design principles, Every Person Principle and Connectedness Caretaker Principle, were used to develop a Describe a Wicked Problem Inquiring System (DAWP), a Web site which aims to enable inquirers to confront wicked problems. Participants in the study formulated problems related to Florida's native plants and suggested potential solutions. Using Wengraf's (2001) theory-driven qualitative research, interviews with participants were analyzed and the results suggest that the Web site being developed enabled the consideration of the ethical ramifications of knowledge.

The main aim of this research is to relate the theory of ISD discussed in Hirschheim’s and Klein’s article ”Four Paradigms of Information Systems Development” (ISD) to Churchman’s theory of ISD discussed in his book ”The Design of Inquiring Systems”. It has been important to relate those two assumptions of ISD in order to enhance both of them and to get a more explicit understanding of ISD. The main hypothesis in this research has been that it is possible to relate them to each other and to clarify and enhance them since they are both based on philosophical assumptions of knowledge generation i.e. epistemology. Epistemological and ontological aspects of knowledge generation and nature of societies are very important for understanding of IS since knowledge transfer is more and more common because of ICT development. The synthesis of those two well-known approaches to ISD is the main contribution of this research master thesis. The other contributions are the solution for double-loop learning through multi-agent system development and the solution for developing sustainable network societies through peer-to-peer networking combined with centralised networking functioning as a library. I also have given an explicit explanation of the differences between monism (holism) and pluralism, in this case regarding to Leibniz’s and Locke’s philosophical views. Singerian epistemology has been generated from his explanation of insufficiency of either rationalist or interpretative approaches for explanation of natural laws and this is also one of my contributions in this research. I also recommended a complementary use of the rationalist, empirical and interpretative research methodologies for research in theoretical, experimental, applied and social science fields. It has been also examined which methodologies are predominating at universities offering degrees in social informatics and it has appeared that on the most of universities offering degree in social informatics, proper research methodologies for studying societies are used what had been expected.