In this episode of Gangland Wire, retired Kansas City Police Intelligence Unit detective Gary Jenkins sits down with author Kevin E. Meredith to examine a little-known but highly influential force in Chicago’s Prohibition-era crime wars—the Secret Six. Click here for a link to get the book The Secret Six: The Rise and Fall of Chicago's greatest Vigilantes

Meredith, a former newspaper reporter turned historian, explains how he uncovered the story while researching another project. What he found was a group unlike any other: wealthy businessmen who stepped outside traditional law enforcement to combat the chaos of organized crime and corruption gripping Chicago in the early 1930s.

The Rise of the Secret Six
The conversation begins with the conditions that gave rise to the Secret Six—widespread corruption, violent labor disputes, and a city dominated by gangland power structures. A key turning point was the murder of construction supervisor Philip Meeker, which galvanized prominent business leaders into action. Rather than working quietly, the Secret Six operated in full public view, using media attention as a weapon. They were not truly “secret,” nor limited to six members, but their branding captured public imagination during a time of fear and instability. Vigilantes with Resources: Meredith details the group’s unconventional tactics: running a covert jail inside the St. Clair Hotel; financing independent investigations; using early lie-detection technology; coordinating with local law enforcement. Their financial power allowed them to function almost like a parallel police force, blurring the line between legal authority and private enforcement.

High-Profile Cases and Mob Pressure
The Secret Six became entangled in some of the most notorious events of the era, including fallout from the St. Valentine's Day Massacre. Their aggressive tactics earned both praise and criticism. One of the most striking episodes discussed is their involvement in an extortion case tied to socialite Marian Wright. Their heavy-handed investigative style brought results—but also legal and ethical scrutiny. Their existence also intersected with figures like Al Capone, who recognized the group as a legitimate threat to organized crime operations.

The Fall and Legacy
Operating from roughly 1930 to 1933, the Secret Six ultimately collapsed under mounting criticism and suspicion. Deals that appeared questionable—such as the recovery of stolen bonds—raised doubts about their methods and motives. Despite their short lifespan, they had a significant impact. Meredith emphasizes how their story reflects enduring tensions between public safety and civil liberties—questions that remain relevant today.

Final Takeaway
This episode explores a unique chapter in American crime history where private citizens took the fight to organized crime, raising complex questions about justice, power, and accountability. Get this great book The Rise and Fall of Chicago's Greatest Vigilantes

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