Relevance of the study is determined by the fact that the external tax business environment in Ukraine is often interpreted as a real daily threat complicating business conduct. However, this environment is also the opportunity of used possibility for business entities where their tax system can be identified as competitive one. The purpose of the article is to substantiate the need and practical feasibility of identifying `tax competitiveness` as a separate concept and the development of its semantic content. It considers basic terms characterizing different elements of the enterprise’s tax system; proves the absence of the concept, science-based content of which would testify to the conformity of the existing business entity tax system and the capabilities of external tax environment. Therefore, it is recommended to use ‘enterprise’s tax competitiveness’ as such a term, which offers to consider the capability of its tax system to conform to the possibilities of the external tax environment according to certain parameters based on spatiotemporal factor. The article determines preconditions to the feasibility of theoretical and applied use of the term ‘tax competitiveness’; substantiates the connection of such a competitiveness with market factors as well as reviews the possibilities of managers and owners in its assessment. It provides the conclusion that the enterprise’s tax competitiveness can be structured, assessed, modeled and predicted for providing its multi-vector development. Influencing weak sides of the tax system of business entity based on the results of such an assessment, it is possible reduce the level of the "gap" between actual and its maximum possible options. Prospects for further research in this area should lie on methodological approaches to the assessment of enterprise’s tax competitiveness and use of corresponding results for providing multi-vector business development.