Throughout much of his time in Oz, he remains one of the more consistently decent characters, struggling to avoid moral compromises while staying alive in the prison.
Hill also serves as the narrator of the series, breaking the fourth wall in his monologues, even after his death at the end of the fifth season.
Hill is one of the inmates sent to "Emerald City," an experimental cell block designed to rehabilitate prisoners from differing backgrounds.
When conjugal visits are allowed, Hill sleeps with his wife Annabella for the last time; as he is paraplegic, he has no sensation below his waist and cannot experience the pleasure received during sex.
Despite being clean for almost two years, Hill started using again with the encouragement of his favorite NBA player, Jackson Vahue, after he arrives in Oz.
When a prison riot erupts in Em City, Hill forces Vahue to tend to Dobbins after he is shanked by a black inmate.
When Em City is reopened, he is angered when he is assigned with a prisoner group called the "Others" — along with Rebadow, Beecher, and Agamemnon Busmalis — instead of the Homeboys, the black gangsters in Oz.
When Adebisi takes over the Homeboys, he stirs up racial tension in Oz to the point that inmates lose their pornographic magazines.
Unbeknownst to Hill, Mobay is an undercover detective named Johnny Basil who is investigating Oz's drug trade.
Mobay begins abusing heroin and decides he has to kill a random inmate to get in the good graces of the Homeboys.
Hill initially refuses to help Mobay, but is manipulated into doing so and watches as Desmond pushes inmate Bruno Goergen down an elevator shaft.
The Italians and the Latinos plot to eliminate Redding, who intends on taking back power in the drug scene.
With this information, Hill has the Homeboys mix Allah's food with a heavy concentration of eggs, resulting in his death in the cafeteria.
Frank Urbano charges at Redding with a knife but is stopped by Hill, who dies defending his adoptive father.