Starting with the Egyptians in the Ancient Age, almost every empire has tried to make foreign military elements fight on its own behalf. These companies, which appear to be commercial enterprises in theory, but are frequently used in intelligence and secret military operations, have become more known and recognized, especially after the invasion of Iraq by the USA in 2003. Private military company personnel composed of military professionals retired or dismissed from the armed forces. Russia has also tried to use private military companies in order to realize her national security and interests. However, some restrictions originating from the constitution and criminal code of the Russian Federation made that solution difficult. The Russian Constitution and the Russian Penal Code does not allow the establishment of mercenary and private military companies and describe such organizations and activities as illegal. Additionally, the Russian military companies, were late for the international security market because of economic problems and the opposition from the armed forces. In this study, the first period of the establishment of the private military company system, the period between 1999 and 2013, is explained in the chronological method.