AbstractWhy do individuals in democratic nations sympathize with autocratic leaders from abroad? In this article, we address this general question with regard to Germans’ attitudes toward Vladimir Putin in the aftermath of the Russian invasion of Ukraine in February 2022. Building on the intuition that “the enemy of my enemy is my friend” and its formalization in balance theory, our study focuses on the role of political alienation at home. To study this role comprehensively, we consider several facets of political alienation: a lack of trust in political institutions, low support for democracy as a regime, a sense of estrangement from public discourse, and an inclination toward conspiracy thinking. Using longitudinal analyses on data from the German Longitudinal Election Study panel, we provide empirical evidence consistent with our argument that political alienation—particularly in terms of low political trust and a proclivity for conspiracy thinking—drives sympathies for Putin and his regime. Against the backdrop of mounting attempts by Russia and other autocratic powers to influence discourses in Western societies via some segments of society, our findings illuminate one important source of sympathy for Putin and, potentially, foreign autocrats more broadly.