📖 Overview
When Corruption Was King follows Robert Cooley's journey from mob lawyer to federal informant in Chicago during the late 20th century. As the Outfit's go-to "mechanic," Cooley fixed court cases through an extensive network of bribed judges, police officers, and officials.
The memoir provides an insider's view of Chicago's criminal justice system during a period of widespread corruption. Cooley's relationships with notorious figures like Pat Marcy, Harry Aleman, and Marco D'Amico reveal the deep connections between organized crime, politics, and law enforcement in the city.
The book chronicles Cooley's eventual decision to cooperate with federal authorities and his role in multiple prosecutions. His testimony and undercover work proved instrumental in dismantling key components of the Chicago Outfit's power structure.
This firsthand account illustrates the complex moral choices and personal transformations that occur when someone moves from enabler to opponent of systemic corruption. The narrative raises questions about loyalty, redemption, and the true cost of justice in a compromised system.
👀 Reviews
Readers describe this as a candid, first-hand account of Chicago's court system corruption in the 1970s-80s. The book offers an insider perspective from Cooley's unique position as both a mob lawyer and federal informant.
Readers appreciated:
- Detailed descriptions of specific court cases and bribes
- Clear explanations of how the corruption worked
- Raw authenticity in describing criminal operations
- Local Chicago history and landmark references
Common criticisms:
- Self-serving tone when describing personal actions
- Lack of remorse for past criminal behavior
- Too much focus on gambling operations
- Some repetitive passages
Ratings:
Goodreads: 3.8/5 (246 ratings)
Amazon: 4.3/5 (121 ratings)
"Reads like a crime thriller but it's all real" appears in multiple reviews. Several Chicago readers confirmed locations and events depicted. Some reviewers noted the book helped them understand how systemic corruption can become entrenched in a legal system.
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Five Families by Selwyn Raab This account chronicles New York's Mafia crime families and the law enforcement efforts to dismantle them through insider testimonies and court documents.
The Outfit by Gus Russo The book details Chicago's organized crime syndicate and its influence over politicians, judges, and law enforcement during its reign.
I Heard You Paint Houses by Charles Brandt Frank Sheeran's confessional narrative reveals his role as a hitman for the Bufalino crime family and connections to Jimmy Hoffa's disappearance.
The Brotherhoods by Guy Lawson This investigation uncovers the story of two NYPD detectives who secretly worked as mafia hitmen while serving on the force.
🤔 Interesting facts
❯ The Chicago Outfit was so deeply entrenched in the city's legal system that by the 1980s, they had corrupted approximately 200 officials, including judges, police officers, and politicians.
❯ Robert Cooley earned the nickname "The Mechanic" for his ability to "fix" court cases, managing to secure acquittals for mobsters in 27 consecutive murder trials.
❯ The author's decision to become an FBI informant in 1986 led to "Operation Gambat," which resulted in the conviction of 24 corrupt officials and mob associates.
❯ Before becoming a criminal defense lawyer, Cooley served as a Chicago police officer, giving him unique insights into both sides of law enforcement.
❯ The book reveals that mob-connected judges would signal whether they had been "fixed" by wearing specific colored ties to court proceedings - a subtle system that went unnoticed by outsiders for years.