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Abstract: This paper creates a framework for the comparison of two similar and yet different democratisation cases - Slovenia and Montenegro. The two countries have obvious similarities: their geography and small population, as well as their common socialist Yugoslav heritage and common aspirations to join international organisations, most importantly the European Union. However, while Slovenia went through the democratisation process rather smoothly, Montenegro took the longer road, struggling for more than a decade to regain its independence and complete its transition. We take into account different internal and external factors in these two cases such as the year of independence and of joining NATO, the political and electoral system, ethnic homogeneity, the viability of civil society, EU integration status, economic development and the presence of war in each territory in order to identify and describe those factors that contributed to the success of democratisation in different areas
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