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Worldwide, firms have made great efforts to implement Enterprise Resource Planning (ERP) systems. Despite these efforts, ERP adoption success is not guaranteed. Successful adoption of an ERP system also depends on proper system maintenance. For this reason, companies should follow a maintenance strategy that drives the ERP system toward success. However, in general, ERP maintenance managers do not know what conditions they should target to successfully maintain their ERP systems. Furthermore, numerous risks threaten these projects, but they are normally dealt with intuitively. To date, there has been limited literature published regarding ERP maintenance risks or ERP maintenance success. To address this need, we have built a dynamic simulation tool that allows ERP managers to foresee the impact of risks on maintenance goals. This research would help professionals manage their ERP maintenance projects. Moreover, it covers a significant gap in the literature.