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This article examines the career of Robert J. ”Doc” Slater (1836–1902), a central figure in the intersection of organized vice and municipal politics in post-Civil War Baltimore. From his origins in the violent ”Plug Ugly” street gangs to his rise as the proprietor of the Maryland Gentlemen’s Club, Slater exemplifies the symbiotic relationship between the Gilded Age underworld and the Democratic political machine. By leveraging the immense profits of his Faro bank to secure patronage and police protection, Slater operated as an ”honest cheat”—a figure who maintained a reputation for personal integrity and community philanthropy while administering a rigged game. Drawing on contemporary newspaper accounts and court records, this narrative traces Slater’s role as a financier and enforcer for the Gorman-Rasin organization, his periodic insurgencies against party leadership, and his ultimate downfall during the reform movement’s ”spasm of virtue” in 1895. The study argues that Slater functioned as an urban ”social bandit,” whose illicit wealth provided a crude social safety net that entrenched machine rule until the professionalization of city governance rendered his brand of influence obsolete. ------- Available in an easy to read Internet Archive flipbook (with photos): https://archive.org/details/the-gambling-king-of-baltimore Sources in a 580-page sourcebook: https://archive.org/details/robertjslater_sources