The paper addresses the problem of dynamic analysis of barriers to entry in a chosen market. The role and importance of such analysis in enterprise strategy is explained. As a solution to the problem, the use of an intelligent tool is proposed. The tasks that such a tool should be able to perform and the expectations connected with such a tool are pointed out. Next, an architecture of an intelligent tool is proposed. The main components of the tool are presented and discussed. Problems to be solved during construction process of the tool are also pointed out. The paper also shows direction for future research concerning dynamic analysis of barriers.