Since 2015, the European Union (EU) has emphasised its objective to contribute to the “resilience” of the states in its neighbourhood. The resilience concept has received much scholarly criticism in the context of the EU’s external relations. This chapter unpacks and reiterates one of these critiques, namely that the EU’s current strategy risks enhancing authoritarian regime resilience. By not distinguishing between regime types in its resilience building efforts, the EU has facilitated a strengthening of the authoritarian Aliyev regime in Azerbaijan. This chapter demonstrates how the incumbent regime was able to reinforce its power in political, societal, and economic areas and moreover, used several crises of the past years to enhance its own security, namely the Covid-19 pandemic, the full-scale war against Ukraine, and the war over Nagorno-Karabakh. The chapter concludes that these dynamics will persist unless the EU starts differentiating between regime types and structures its policies accordingly.