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Simon Adebisi is serving a life sentence without parole for beheading an undercover cop with a machete. An extremely muscular man, he can physically intimidate many of his fellow inmates. As one of the leaders of the Homeboys (The Black Gang in Oz), Adebisi is considered one of the prison's most dangerous inmates, and becomes one of the most recognizable characters on the show. He is well known for his trademark tilted hat, which Akinnuoye-Agbaje suggested was inspired by the "Area Boys" of Lagos, Nigeria.
Adebisi is of Nigerian - specifically Yurubura descent - and speaks with a strong accent, but had been in America for about 15 years prior to his incarceration. Despite being portrayed as short-tempered and hedonistic, Adebisi later is shown to be capable of engineering and executing long-term plans through intellect and manipulation.
Adebisi began as a minor character; a lieutenant of Jefferson Keane. Following Keane's execution in Episode 4, Paul Markstrom takes over the Homeboys until Adebisi and Kenny Wangler kill him when it is discovered he is an undercover cop. Adebisi then takes over and partners in the drug trade with the Italians. Italian Mob boss Nino Schibetta saw him as the best drug player among the black inmates and respected his leadership skills. Unbeknownst to Schibetta, Adebisi and Ryan O'Reily intend to take over the drug trade and began putting crushed glass into Schibetta's food to slowly kill him. In the Season 1 finale, Adebisi, along with O'Reily, Kareem Said, Miguel Alvarez and Scott Ross, is a leader of a riot in their prison unit (known as "Emerald City"). He is taken prisoner by the other inmates, however, when he is incapacitated due to heroin withdrawal. In that episode, it is revealed that Adebisi's imprisonment seems to have swept the previous governor out of office and gave Governor James Devlin his opening to reinstate the death penalty.