Post-adoption system use is an important factor for realization of the full benefits of information systems. It is thus important to understand users’ innovation with IT. This research attempts to explain how an IT end user’s “moving against people” personality influences innovation in system use in the work system context. Dark side of personality traits research remains understudied and misunderstood, so we challenge the long-lasting biased negative view of dark side of personality and clarify its possible beneficial role in innovation with IT. Based on creativity literature, we develop a research model. The model depicts that innovation of system use is influenced by the user’s personal factors, namely moving against people” trait and innovative cognitive style, the environmental factors, namely job autonomy and work strain and their interactions. We plan to conduct an empirical study to test the hypotheses.