In "Catwoman" #16, Black Mask begins a drug trafficking ring and decides to move his organization into Gotham's East End. Catwoman soon begins interfering with Black Mask's plans, stealing money from him and giving it to the poor. Black Mask retaliates by forcing Sylvia Sinclair to reveal Catwoman's secret identity to him. After destroying Catwoman's youth center, Black Mask kidnaps her sister and brother-in-law, the latter of whom he tortures to death with power tools, before forcing the former to eat pieces of her husband's corpse, including his eyeballs. Catwoman arrives to find her brother-in-law dead, her sister insane, and her friend Holly Robinson on the verge of being tortured. Enraged, Catwoman engages Black Mask at his penthouse, where the crime lord falls from the top of the building.