How the FBI’s ‘Mind Chess’ Strategy Brought Down the Real-Life Sopranos
NEW YORK, N.Y. — For decades, the FBI pursued the elusive DeCavalcante crime family, the real-life inspiration behind HBO’s acclaimed series “The Sopranos.” But it wasn’t brute force or threats that cracked the organization—it was a calculated psychological approach, described by retired FBI agent Séamus McElearney as “mind chess.” In his recently published book, Flipping Capo: How the FBI Dismantled the Real Sopranos, McElearney recounts how one arrest in 1999 triggered a cascade of cooperation that ultimately brought down the notorious New Jersey and New York mafia faction.
McElearney joined the FBI in 1998 and was assigned to Squad C-10 of the New York Organized Crime Branch, where he investigated both the Bonanno and DeCavalcante families. The breakthrough came unexpectedly when two seemingly unrelated events intersected: a World Trade Center robbery and the murder of a DeCavalcante associate in Brooklyn. The mastermind behind the robbery later became a rare “proactive witness,” secretly recording mob conversations that exposed the inner workings of the crime family’s Brooklyn faction.
“When you have a proactive witness, the most important thing is trying to keep him safe,” McElearney told Fox News Digital. “You have to have him think to the criminals that he’s still not cooperating with the government.” Over two years, this witness made roughly 300 consensual recordings, providing the bureau with unprecedented insight into the DeCavalcante operations.
But the investigation reached a critical turning point with the arrest of Anthony Capo, a feared soldier known for his violent reputation both inside and outside the mob. “I was assigned to arrest a violent DeCavalcante soldier named Anthony Capo,” McElearney said. “He had a notorious reputation against law enforcement and even within the mob itself.” Capo’s cooperation was a game-changer.
Before flipping, Capo had been deeply embedded in the family’s bloodiest chapters, including involvement in the 1989 murder of Fred Weiss, a hit ordered by Gambino boss John Gotti to consolidate power. McElearney’s approach was not to intimidate but to outmaneuver Capo mentally, convincing him that cooperation was his best option. This strategic “mind chess” led Capo to become a government witness, triggering 71 convictions and solving 11 murders.
The FBI’s success against the DeCavalcante family highlights the importance of psychological tactics in organized crime investigations. The bureau’s careful handling of witnesses and undercover operations stands in contrast to the often sensationalized portrayals of mob takedowns in popular media.
For more on the FBI’s organized crime efforts, visit the FBI’s Organized Crime page. The Department of Justice also provides detailed information on racketeering prosecutions at DOJ Racketeering Division. Additionally, the National Criminal Justice Reference Service offers extensive resources on criminal investigations and witness protection programs.
McElearney’s account sheds light on the intricate and patient work behind dismantling one of America’s most secretive crime families, underscoring that sometimes, the sharpest weapon in law enforcement’s arsenal is a well-played game of chess.

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