Entrepreneurial activities in existing organizations are driven by various configurations and are dependent upon variables such as firm size, CEO personality and other aspects of structure and process (Miller 1983; 2011). In this study we examine how entrepreneurial orientation (EO) interacts with an individual level construct – perspective-taking: the process of imagining the world from another’s vantage point in order to facilitate and foster social bonds (Galinksky et al. 2005). We do so for two reasons. First, research demonstrates that certain CEO personality traits may have a strong influence on their firm’s EO (Simsek et al., 2010). Second, it is our thesis that individuals who can understand and react to the perspective of others may be better suited to lead the change necessary for entrepreneurship and entrepreneurial strategies within the firm.