U.S. diplomat George Kennan publicly proposed defending democracy against autocracies using a strategy of “containment.” The foundation of his proposal was the belief that the contradictions inherent in Soviet party rule would ultimately lead to collapse of the system or at least its considerable mellowing if denied opportunities for expansion. Soviet Union collapsed as a result of Cold war won by US and Democratic community. Decades have gone since then and the world has dramatically changed. Democracies relaxed, autocracies – not. In contrary they got stronger and contrary. Battle between the two gets tough. Let’s try to answer the question: Who’s winning the battle?