This chapter considers the usefulness of the Viable System Model (VSM) in information systems (IS) projects. The VSM is a rigorous organizational model which was developed from the study of cybernetics and has been given considerable attention by management science research. The chapter presents a case study that focuses upon the sales team of a manufacturing company. This sales team were seeking to develop database support for group working. The VSM was useful in highlighting the organizational limitations upon the IS project and challenged some assumptions about the nature of work in the company. It is proposed that the VSM provides a valuable diagnostic capability that shall assist the company in future IS developments.