This essay maps out the discursive and political trajectories of the ‘revolutionary’ in Indian historical and literary worlds. Focusing on the Hindustan Socialist Republican Army and related interwar Indian anticolonial agitators, this essay reflects on the lineages, breadth, and productivity of the term. By tracing the figure of the revolutionary, we show that its genealogy reflects a wide range of political allegiances, ethical concerns, and aesthetic protocols. ‘Revolutionary’ not only suggests Marxist roots, but also reveals anarchistic, nationalistic, reformist, and socialist beliefs. Moreover, in our analysis, ‘revolutionary’ often escapes the grasp of the merely political: its use in popular discourse also suggests debates about violence, modernism, propaganda, cosmopolitanism, and utopianism. Consequently, we argue for the importance of historical context for understanding revolutionary thought, which is sensitive to an active rejection of rigid political categories or spectra.