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This paper reflects ethnographically on law enforcement against squatting in Milan. To this end, it examines labor practices, moral economies, and everyday narratives of those who work with the institutional mandate of tackling squatting in public housing. I propose to grasp these processes considering two specific political and legal configurations that traverse the arena under investigation: the entrenched presence, in the Italian context, of what has been defined as penal populism; additionally, the increasingly pronounced prominence of an infra‐legal dimension of law. Squatting—and the way in which it is publicly managed and punished—represents a privileged lens for examining the specific forms of normative and political governance in contemporary cities. [ABSTRACT FROM AUTHOR]