Based on task-technology fit theory and adaptive structuration theory, we propose that employees’ exploration of enterprise systems is mainly influenced by three fundamental components: task, technology, and organizational environment. Accordingly, a research model is developed to interpret how task variety, system modularity, and local management commitment jointly affect employees’ system exploration. The model is tested with a survey of enterprise system users in six firms, and several meaningful findings are yielded. First, all of the three antecedents can directly affect system exploration. Second, task variety can positively moderate the effects of system modularity on system exploration. Third, local management commitment can strengthen the effects of system modularity and task variety on employees’ system exploration. The limitations and implications for research and practice are discussed.