Abstract: Doing the investment on IS/IT sector is not a simple matter to realized by the organization. Besides towards enormous costs and efforts, the risks of failure that may occur on the investments are terrible. However, the investments on IS/IT is a must for the organization because of a reason for the company to keep survive on the competition. Although, the investment impacts towards the success of the organization can’t be directly perceived, they’re must do the investment. Then, what factors that can be used as a success measurement? Moreover, how to measure it? In this study are presented some cases of the measurement of investment success on IS/IT sector. This study aimed to help people do the investment carefully and more effective in order to achieve the optimal benefits by using the social capital point of views.