This article examines the notions of authoritarianism and neo-authoritarianism as well as their features in terms of ideology, mentality, mobilization, and politicization of a population, state control, level of political pluralism, and leadership style. Incorporating evidence from reviews, surveys, and scientific research, the study identifies the main difference between the regimes and opposition to democracy, providing samples throughout history with different characteristics, causes, and backgrounds. It presents a vision of authoritarianism as an intermediate stop on the path of a particular state to democracy or totalitarianism. Finally, this article reflects upon Ukraine’s future in the European paradigm and contrasts it with Russia. Ukraine is at a crossroads and must continue to carefully navigate toward the institutionalized democracy it has begun to establish.