Lately, the North Caucasus has become a major attraction point due to a great number of events and the worrisome trend in the region, with a big impact on the Russian Federation, on the one hand, and on the Wider Black Sea Region, on the other, as well as on the overall fight against terrorism. The themes surrounding this subject are various. One goal of this study is to supply a base of evolving information, ideas, and theories to give support to the evaluation of the situation in the North Caucasus and to provide a starting point for any projections regarding the area as well as larger themes defining the complexity of the region. The other goal is to foresee, based on these qualitative theories and trends, where this road is heading; in which way the current situation will evolve; and to what extent it will remain a local issue or it will affect the entire region.