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This paper presents the reasons, benefits, and weaknesses of applying expert systems to evaluating the career development of information system auditors. A computer-based multi-attribute hierarchical model was developed to enable assessment and self-assessment of the auditors’ career development. This paper presents the needs that led to the decision to develop this type of computer-based model, which was designed on the basis of information system auditors’ characteristics and the characteristics of their work environment. The model was developed using the DEXi computer program for multi-attribute decision making. The paper continues by presenting how expert modeling, as a method and technique for resolving multi-attribute decision problems, can be used to support and improve the process of evaluating the career path of information system auditors. The systematic process and the use of a computer-supported model enable information system auditors to reduce their dissatisfaction with the course of their career development. The reasons for such dissatisfaction and the areas influencing their career development are explained; in addition, further light is shed on how expert systems can be used in human resource management or, more specifically, evaluating the career development of information system auditors to improve the existing state of affairs.