This research-in-progress paper reports preliminary findings of a study that is designed to identify characteristics of an expert in the discipline of Information Systems (IS). The paper delivers a formative research model to depict characteristics of an expert with three additive constructs, using concepts derived from psychology, knowledge management and social-behaviour research. The paper then explores the formation and application ‘expertise’ using four investigative questions in the context of System Evaluations. Data have been gathered from 220 respondents representing three medium sized companies in India, using the SAP Enterprise Resource Planning system. The paper summarizes planned data analyses in construct validation, model testing and model application. A validated construct of expertise of IS will have a wide range of implications for research and practice.