St John Ervine and Thomas Carnduff were born in working-class Protestant parts of Belfast in the 1880s, though Ervine would escape to an eventually prosperous existence in England. Orangeism, the politics of early twentieth-century Ireland, the militancy of the age—and the involvement of these writers in it—along with Ervine’s journey from ardent Fabian to reactionary Unionist, via his pivotal experiences managing the Abbey Theatre and losing a leg in the First World War, are all discussed. Carnduff’s own tumultuous life is reflected through his complicated Orange affiliation, gut class-consciousness, poetry, unpublished work, contempt for the local (and gentrified) Ulster artistic scene, and veneration of socially conscious United Irishman James Hope. It concludes with an assessment of their respective legacies and continuing import.