#44: Frank Costello to Alto Knights | Historical Fiction and the Mob with Author Ron K. Fried

In this episode of the podcast, I’m joined by author Ron K. Fried for a deep dive into one of the most compelling figures in organized crime history: Frank Costello, the mob boss who rose to power during Prohibition and later became known as the “Prime Minister of the Underworld.” We discuss Ron’s novel Frank Costello: A Novel—a carefully researched work of historical fiction that vividly brings Costello’s complex character to life. Together, we explore the real-life events behind the book and how Ron approached writing about a man who straddled the worlds of organized crime and political power.

We start with Costello’s early years—his immigration from Sicily, his upbringing in East Harlem, and how he gravitated toward petty crime and gang life. In this environment, he met future legends like Charles “Lucky” Luciano, Meyer Lansky, Benjamin “Bugsy” Siegel, and Vito Genovese—key figures in the creation of a national crime syndicate.

During Prohibition, Costello built his fortune and reputation through bootlegging, running extensive liquor operations, and leveraging alliances that would shape the mob’s future. We discuss the bloody 1931 power shift following the assassinations of Joe Masseria and Salvatore Maranzano, which led to the formation of the Five Families. As Luciano’s trusted associate, Costello rose in the ranks of what would become the Genovese Crime Family.

We explore the mid-1930s transition period when Luciano was imprisoned and Genovese fled to Italy to avoid a murder charge. This opened the door for Costello to become acting boss, a position he would hold for nearly 20 years. During this time, he built a reputation as a refined, politically connected mobster who favored influence over brute force—garnering real sway in political and judicial circles.

We delve into Costello’s political entanglements, including the wiretap involving Judge Thomas Aurelio, in which Costello was caught influencing judicial appointments. We also examine his ties to New York Mayor William O’Dwyer and his suspected involvement in the mysterious death of Abe Reles, a Murder, Inc. informant who “fell” from a window while under police protection.

One major focus is Costello’s appearance at the 1951 Kefauver Committee hearings, a turning point in his career. His decision to only allow his hands to be filmed became a media sensation and diminished his power and mystique. The public scrutiny weakened his position and empowered rivals—most notably, Vito Genovese, who sought to reclaim the top spot in the family.

We look at the 1957 assassination attempt on Costello, carried out by Vincent “The Chin” Gigante on Genovese’s orders. Though Costello survived, he chose to step down. We also discuss the murder of Albert Anastasia later that year, and the theory that Costello may have had a hand in framing Genovese, leading to his 1959 conviction on narcotics charges.

From there, we examine Costello’s final years, during which he remained influential behind the scenes but largely retired from active leadership. We reflect on his complex legacy: a ruthless gangster who carefully curated an image of legitimacy and respectability. Ron shares how he explored that duality in his novel—bringing humanity to a man who lived in both the criminal underworld and the corridors of political power.

We also discuss mob portrayals in film and television, and look ahead to the upcoming 2025 gangster film Alto Knights, a much-anticipated movie featuring dramatizations of several key historical figures we covered. Our conversation touches on why the Mafia continues to fascinate the public and how Frank Costello’s story stands apart as one of strategy, survival, and power.

📘 Check out Ron K. Fried’s book Frank Costello: A Novel – available wherever books are sold. https://www.amazon.com/Frank-Costello-Excelsior-Editions-Ronald/dp/143849114X