Software projects vary in nature. Thus matured software organizations often have sets of guidelines for projects to use in tailoring standard processes. Yet not all of the tailoring guidelines can be crisply defined. Besides, individual projects need expertise from the organizational knowledge which consists of past project experiences. In this regard, this paper proposes a rule-based fuzzy expert system to assist software projects in process tailoring. The system identifies several fuzzy factors for handling the imprecise part of tailoring criteria and further establishes a heuristic, layered approach that guides software projects in conducting process tailoring. In addition, the Web design of the proposed system enables a remote use in today's e-business environment. A case example is also provided to demonstrate the function of the proposed system.