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| Ryan O'Reily | |
|---|---|
| Oz character | |
First appearance | The Routine (1997) |
Last appearance | ZO (2024) |
| Created by | Tom Fontana |
| In-universe information | |
| Title | ID 97P904 |
| Occupation | Prisoner |
Ryan O'Reily is a fictional character in the television series Oz . [1] He was portrayed by Dean Winters from 1997 to 2003 and in the 2024 short film ZO. [2] [3] [4]
O'Reily is an Irish-American career criminal, originally sentenced to 12 years to life imprisonment for killing two people while driving under the influence of drugs and alcohol. His sentence was later extended to 40 years to life after he confessed to a murder he committed with his brother, Cyril. Before his incarceration, he led the Bridge Street Gang, with Cyril acting as his lieutenant and bodyguard. After Cyril suffers permanent brain damage in a fight, O'Reily guilt ridden over his involvement embarks on a violent, destructive binge of substance abuse. He shown to care deeply about Cyril and Gloria Nathan.
He is highly intelligent, manipulative, and amoral, surviving in Oz by exploiting rivalries among inmates and forming temporary alliances with various prison gangs. The creator of the series, Tom Fontana, compared him to Iago, the antagonist of William Shakespeare's Othello . [5]
In the pilot episode, O'Reily bribes guards in solitary confinement to allow Johnny Post to set Dino Ortolani on fire, before betraying Post to the Italians. Later in the season, he attempts to orchestrate Jefferson Keane’s death. This plan, however, fails as Keane kills one of his attackers. Scibetta is pleased with the outcome as this causes Keane to be sentenced to death, the Homeboys Adebisi and Wangler to hospitalise Nino's nephew Joey in retaliation. Ryan is then given Joey's position as head of the cafeteria, Scibetta warns O'Reily to stop his arrangement with the officer who is smuggling in his heroin, as it is cutting into the Scillian's heroin profits to stay in his good graces O'Reily sells out the officer, without implicating himself.
O’Reily then partners with Simon Adebisi in the kitchen, where they scheme together to murder Nino Schibetta. The two feed him ground glass for several weeks, causing him to haemorrhage internally. Upon Schibetta's hospitalisation and eventual death, O’Reily consolidates influence in the prison drug trade. He also supplies Tobias Beecher with heroin, contributing to his addiction and subsequent PCP-induced violent breakdown, during which he attacks and blinds Vernon Schillinger in one eye. He also witnesses Beecher attack Schillinger in the gym with other inmates cheering him on.
O'Reily is diagnosed with breast cancer and undergoes chemotherapy under Dr. Gloria Nathan. He develops romantic feelings for her and arranges for his brother to kill her husband, Preston. Cyril is subsequently caught and imprisoned in imprisoned in Oz, where he is sexually assaulted by Schillinger and the Aryan Brotherhood. McManus refuses to house Cyril in the same Unit as Ryan.
When Miguel Alvarez is bullied into attacking and blinding a guard to get into the good graces of Latino leader El Cid. Ryan is found to be the only blood type to match, using this as leverage to save Cyril from Schillinger. In exchange for his brother's transfer, Ryan eventually confesses to orchestrating Preston Nathan’s murder, leading to his own indictment in the crime. Adding further time to his sentence so Cyril is not alone, to cope with life in Oz. It is also revealed that Cyril's brain damage was caused by Ryan's actions, when he instigated a fight with the partner of an ex fling. This lead to Ryan feeling guilty and was a catalyst in causing his incarceration.
O’Reily allies with Beecher and Chris Keller against Schillinger. When Schillinger’s son Andrew arrives in Oz, O'Reilly pressures him into buying drugs, and later tortures him for refusing. After Andrew publicly humiliates his father and the Aryan Brotherhood by renouncing their racism, Schillinger gives him heroin, resulting in his overdose and death.
O’Reily also develops a friendship with the new CO supervisor, Sean Murphy. During Murphy’s inmate boxing tournament, O'Reily ensures Cyril's victory by drugging his opponents, James Robson, Miguel Alvarez, Chucky Pancamo, and Hamid Khan, with chloral hydrate. He then orchestrates the death of William Cudney, who threatened to expose his actions. By hiring Russian hitman Yuri Kosygin to commit the crime.
At the end of the season, Oz is forced into lockdown because of racial unrest due to Cyril's defeat of Khan. Ryan causes this by triggering Cyril's anger at their abusive father's upbringing effecting his anger, causing Cyril to unintentionally hit Khan so severely that he is left brain damaged and on life support, until his wife orders him removed so he can die peacefully.
O’Reily and Cyril participate in restorative justice sessions with Dr. Nathan and her late husband’s parents. She is later assaulted by Patrick Keenan and suspects O’Reily arranged it. He falsely claims responsibility and later kills Keenan. O’Reily also manipulates events leading to the dismissal of Unit Manager Martin Querns, restoring Tim McManus as unit manager.
He also has a dispute with Nikolai Stanislofsky over a contraband cell phone, leading to the latter's death at the hands of Officer Claire Howell, with whom O'Reily has a brief sexual relationship. Later, Querns replaces McManus as unit manager and shifts control of Em City toward Adebisi's allies. O'Reily and Keller retaliate by murdering Nate Shemin and Mondo Browne and framing Supreme Allah, which results in Querns' dismissal and McManus' reinstatement.
In the second half of the season, a television crew comes to film at Oz under journalist Jack Eldridge, who had earlier exposed the O'Reilys' crimes. Ryan refuses to cooperate with the filming as retribution. Supreme Allah, released from solitary confinement, threatens O’Reily, who then arranges to have him killed by Tug Daniels. Around this time, Suzanne Fitzgerald visits, claiming to be O'Reily's mother. Despite his initial disbelief, he eventually accepts her after confirmation from his father.
Jia Kenmin conspires with Li Chen to target the O'Reilys, leading Cyril to fatally stab Chen during an altercation. This incident is the final straw for McManus who moves Cyril to isolation, due to this being one of many incidents where Cyril has lashed out violently and attacked Staff and Inmates. Cyril is tried for murder, with his family declining to intervene, Cyril is sentenced to the electric chair for Chen's murder and is transferred to death row.
Meanwhile, O'Reily shares a cell with Father Daniel Meehan, who counsels him during Cyril's trial. Upon discovering that Glen Shupe had been bribed to lie, O'Reily orchestrates retaliation with the Latinos, ultimately resulting in Shupe's mutilation and Jia's death at the hands of guards. He then, with Meehan's guidance, begins confronting his childhood trauma and supports Cyril's appeal.
O’Reily pressures Shupe to confess, but the testimony fails to aid Cyril's defense. Meehan dies of a brain embolism, and O'Reily washes his body in the morgue while reading a passage out of the Bible. Rumors then spread that Peter Schibetta cursed O'Reily. He, however, manipulates Chucky Pancamo into believing Schibetta threatened him as well, leading the Italians to murder Schibetta.
Cyril's execution is briefly stayed after inmate Jahfree Neema organizes a protest. Despite this, however, Cyril is eventually executed, leaving Ryan devastated. He subsequently begins a romantic relationship with Dr. Nathan.
Later, O'Reily reconciles with his father, Seamus, who expresses remorse for neglecting him and Cyril. He is last seen accompanying Seamus onto a bus during an attack on Oz.
Critics have described O’Reily as “the arch schemer”, “Oz’s resident troublemaker”, and "one of the most appealing characters in the show". [1] [6]
