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352
Autobiography / Memoir • Nonfiction
Sing Sing Prison • 2000s
1999
Adult
18+ years
Newjack: Guarding Sing Sing by Ted Conover follows the author's year-long experience as a correction officer at Sing Sing Prison, documenting his journey from the correction officer academy to the daily challenges within the prison. He observes the harsh realities and pervasive aggression among officers and incarcerated individuals, illustrating the systemic issues and emotional toll on officers and prisoners alike. The book includes instances of violence and abuse.
Informative
Gritty
Challenging
Unnerving
Dark
5,028 ratings
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Mixed feelings
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Newjack: Guarding Sing Sing by Ted Conover offers an immersive, detailed glimpse into the life of a correctional officer. Praise centers on its engaging narrative and thorough research. However, some critics argue that the book's focus can be narrow, occasionally sidelining broader systemic issues. Overall, it's valued for its candid, personal perspective on prison dynamics.
Readers who enjoy exploring the grittier aspects of the criminal justice system and firsthand investigative journalism like in Newjack: Guarding Sing Sing by Ted Conover would also appreciate works such as In Cold Blood by Truman Capote and The New Jim Crow by Michelle Alexander. These readers are often drawn to detailed, immersive narratives and social critiques.
5,028 ratings
Loved it
Mixed feelings
Not a fan
Russell Dieter
Conover’s classmate and bunkmate during officer recruit training, a former soldier whose behavior becomes disturbing over time.
Officer Smith
A corrections officer described as the “Black Mr. Clean,” who manages his section at Sing Sing with a blend of humor and humanity but faces disapproval from other officers.
Sergeant Wickersham
A senior officer at Sing Sing known for his intimidating demeanor, who oversees new recruits including Conover, and has a history as a POW and hostage.
Larson
An inmate in Sing Sing known for his calm and intellectual demeanor, seen as a spiritual leader among prisoners and engages in meaningful conversations with Conover.
Thomas Mott Osborne
A historical figure and former warden of Sing Sing, known for his advocacy in prison reform and establishing the Mutual Welfare League for inmate self-governance.
Margot
Ted Conover’s wife, who initially supports his project but later experiences strain in their relationship due to Conover's secrecy and stress.
Mama Hattie Cradle
An officer in charge of B-block and V-Gallery, respected by Conover for her tough demeanor, and whom he gradually earns respect from.
352
Autobiography / Memoir • Nonfiction
Sing Sing Prison • 2000s
1999
Adult
18+ years
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