Does diversity imperil democracy? A considerable number of academic studies argue that social heterogeneity complicates the democratization process of a country. According to such thinking, democracy is seen as especially vulnerable to the degree of diversity. This article tests it, performing qualitative analysis on data from Macedonia (Former Yug. Rep), a country characterized by high fractionalization and polarization index (in language, ethnicity, and religion) and fledgling democracy. The study uses Freedom House yearly scores and notes which indicator influenced Macedonian democracy the most from 1998 until 2017. The results suggest that out of 14 cited democratic measures, Macedonian democracy has experienced a downward trend mostly due to widespread voting irregularities (6 times), deteriorating relations among main political parties (6 times) and increased tensions between ethnic groups (6 times). Likewise, Macedonian democracy has experienced an upward trend when it performed free and fair elections (2 times), improved relations between Macedonian and Albanian parties (2 times). Moreover, while Macedonia has a high religion fractionalization index, it has very rarely experienced conflicts with a religious base. Thus, the case study on Macedonia suggests that diversity alone does not constitute an obstacle to democracy unless it is not associated with strong and sustainable democratic processes.