This paper aims to examine the influence of innovative cognitive style, proactive personality and working conditions on employee creativity by taking an interactional perspective. Innovative cognitive style refers to individual's idiosyncrasy of thinking about and dealing with original idea, while proactive personality conceptualizes individual's strategic opportunity-seeking behaviors toward exploring novelty. Work discretion and time pressure, two critical contextual factors suggested to impact employee creativity in organizational literature, may also influence how individuals convert their innovative cognitive style and proactive personality into creativity. In an attempt to extend current understanding of creativity in organizations, this study examines the relationship between individual characteristics (innovativeness and proactiveness) and employee creativity, and how the relationship is moderated by work discretion and time pressure. Hierarchical regression analysis was used to examine the proposed hypotheses for a sample of 344 middle-level managers in Taiwanese manufacturing companies, including R&D managers and marketing managers. Results reveal that innovative cognitive style and proactive personality are positively related to employee creativity. Work discretion was found to enhance employee creativity while time pressure was found to constrain creativity. Our findings support the hypothesized moderating effects, indicating that employees will exhibit the highest level of creativity when they possess innovative cognitive style and proactive personality as well as performing tasks with high work discretion and less time pressure.