Starting with the premise that the environmental management system is an integral part of the multidimensional socio-economic, cultural and political system of a country, a critical overview of the existing environmental management system in Macedonia was conducted as a case study in an attempt to identify and evaluate the key problems, challenges, and issues that hinder the transition of post-communist countries. The analysis revealed that the same barriers were present in the different systems of many post-communist counties. These barriers may be overcome only by creating indigenous well educated personnel who understand the specifics of their country.