13 Mafia Bosses Who Defined The History Of The Mob

Published December 20, 2023
Updated June 7, 2024

Paul Castellano, The Mafia Boss Who Was Assassinated By John Gotti

Mafia Boss Paul Castellano

Bettmann/Getty ImagesPaul Castellano is best known for his shocking 1985 assassination organized by John Gotti.

Though Gambino Family kingpin Paul Castellano did plenty in his time as a mob boss, he remains best known for his shocking 1985 murder at the hands of his soon-to-be-famous underling John Gotti.

Born on June 26, 1915, in Brooklyn, New York, Castellano seemed destined to be a Mafia boss. His cousin, Carlo Gambino, became the head of the Gambino Family (formerly the Mangano Family) after the assassination of its boss Albert Anastasia in 1957, and Castellano’s sister was Gambino’s wife. When Gambino died in 1976, he chose Castellano to succeed him.

At the time, Castellano was seen as the “Godfather” or the “boss of bosses” because the Gambino Family was the most powerful organization in New York. However, some also called him the “Howard Hughes of the Mafia” because of his reclusive nature, which could rub capos and soldiers in the Gambino Family the wrong way.

Murder Of Paul Castellano

Bettmann/Getty ImagesPaul Castellano was assassinated by John Gotti on December 16, 1985.

By 1985, Castellano had trouble on several fronts. He and other mobsters had been indicted under the Racketeer Influenced and Corrupt Organizations Act, and the mob boss and other Gambino Family members also faced a looming trial related to a car theft ring. What’s more, some family members were frustrated that Castellano had followed Gambino’s example in forbidding them from engaging in the lucrative drug trade.

This, along with several other internal issues, led Gambino Family member John Gotti to plot Castellano’s murder. On Dec. 16, 1985, Castellano and his underboss Thomas Bilotti were killed in a hail of bullets as they arrived at Sparks Steak House in Midtown Manhattan. To this day, it remains one of the most infamous mob hits of all time.

This brazen takedown of a Mafia boss would elevate Gotti to the head of the Gambino Family. But it would also put a target on his back.

author
Kaleena Fraga
author
A staff writer for All That's Interesting, Kaleena Fraga has also had her work featured in The Washington Post and Gastro Obscura, and she published a book on the Seattle food scene for the Eat Like A Local series. She graduated from Oberlin College, where she earned a dual degree in American History and French.
editor
Cara Johnson
editor
A writer and editor based in Charleston, South Carolina and an assistant editor at All That's Interesting, Cara Johnson holds a B.A. in English and Creative Writing from Washington & Lee University and an M.A. in English from College of Charleston and has written for various publications in her six-year career.
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Fraga, Kaleena. "13 Mafia Bosses Who Defined The History Of The Mob." AllThatsInteresting.com, December 20, 2023, https://allthatsinteresting.com/mafia-bosses. Accessed June 30, 2024.