Along with the rapid and continuing evolution of enterprise computerization, enterprise establishes Enterprise Information Portal (EIP) gradually. The function and property of EIP changing with complicated environment and technology. Thus, the way enterprise adopt and use the EIP will influence enterprise operating and users satisfaction of EIP and the faithfulness of appropriation of information system will influencing user satisfaction. The goal of this research is to find the significant factors that link between the user satisfaction of EIP and faithfulness of appropriation by using diamond model and contingency theory. We combine with three distinct factors of compatibility, including (1) Technology¡VTask Compatibility (2) Technology¡VPeople Compatibility (3) Technology¡VOrganization Compatibility, to build an integrated model. An empirical survey methodology is applied to test the research model and six hypotheses are developed in this study, and then we use PLS to analysis it. The results reveal that Technology¡VTask Compatibility contributes most to the use of EIP. It implies that EIP should fulfill the task needs of users to promote user satisfaction. Moreover, Technology¡VPeople Compatibility implies that it will enhance the user satisfaction if the EIP is more compatible with user past experience and value. We also found that as EIP is more compatible with enterprise needs of tasks, and people, and the way user use EIP is more faithful with the purpose of the designer will promote user satisfaction of EIP.