This article explores the irreverent and supposedly irrational actions of two protagonists, Prahlad and Shanta, characters that the authors encountered during the course of their extended fieldwork in Kolkata. Prahlad is an Oriya migrant plumber who passionately seeks god at the cost of making money, and resists adhering to rational economic behaviour in the city. Shanta is a grieving mother who relentlessly seeks justice for her son’s disappearance during a revolutionary movement that consumed the majority of urban youth in the 1970s. Family, friends, neighbours and employers describe and at time dismiss rgen as pagla or insane. This article foregrounds these expressions of paglami or madness in Kolkata. We ask: how does close ethnographic attention to quotidian madness – its articulations, exploitations and resistances – enable us to rethink urban lives? We argue that dissension, alienation and ‘unreasonable fixations’ are affective thresholds of a changing city. They corroborate the ways in which the city’s transforming political landscape impinges on its ordinary lives.