Nowadays, information technology (IT) system is urgently needed and very valuable for the company in order to run its business, maintain its endurance and win the competition. To implement a robust IT system within the company, a strategic plan should be properly conducted to improve the productivity and to gain significant benefits for the company itself. Therefore, the implementation of IT system is expected to align with the company’s vision and mission. This thesis is a case study for the company of PT. Mahkota Aman Sentosa (MAS), where its core business is entertainment. PT. MAS is required to serve its customers an excellent service. Thus, they realize the significance of the robust IT system to align with their vision and mission and to anticipate any threat from their competitors. This case study emphasizes on the human resource (HR) along with the upgrade of the existing IT system within the company. This strategic plan is essential to maximize the formulation of IT system. In this assessment, the set up of Strategic Planning of Information System on the business process will be implemented on PT. MAS using the methodology of Ward & Peppard. This assessment shows the current condition of Information System. The trend to develop the information system on each organization should be aligned with the mission and vision of organization’s business that covers its application portfolio information system. Therefore, during the set up of Strategic Planning of Information System, we need to determine IS identification and strategy based on the organization’s configuration and address it using CSF (critical success factor) for each division within that organization.