Stimulating the development of local Small Medium Enterprises (SME) has been an important agenda for Indonesia to strengthen its local and regional economy. The SMEs here have their own unique characteristics. The government had set up Enterprise Resource Planning (ERP) system to improve SME's business process and to share knowledge. However, implementing a successful ERP comes with its own challenges. This research investigated the factors that led to a successful ERP implementation. Using case studies, in-depth interview and observation at Trinity Era Aplikasindo, one of SAP representatives in Indonesia, as well as literature review, this study found factors such as Top Management support, good change management, and training have a significant impact on a successful ERP implementation in SME. This article discusses a comprehensive approach to understanding how ERP contributes to the success of SMEs.