Risk‐related attitudes are important in today's business environment because as organisations become flattened decisions are pushed down in the hierarchy and a greater percentage of the individuals in the organisation must become proficient decision makers [16]. Risk preference is important because recent work shows that: (1) as risk tolerance increases so does the individual's effectiveness in some decision‐making activities [6], and that (2) self confidence is related to risk taking [8]. This study was designed to examine the relationships among information‐system‐related knowledge and experience, confidence (i.e. personal prospects), risk preference (i.e. planning horizon), and risk‐taking propensity (i.e. utility for risk).