‘Do You Paint Houses?’ Chicago-Area Gambling Ring Used Famous Mob Code, Feds Say

  • Collecting gambling debts allegedly involved euphemistic murder language
  • FBI raids exposed major Chicago Outfit-linked gambling and extortion network
  • Prosecutors cite “paint houses” texts as evidence of dangerous intimidation

One of the defendants in a sprawling Chicago-area illegal gambling case told the operation’s alleged ringleader he was prepared to “paint houses” – a euphemism used to mean murder, according to prosecutors.

Chicago Outfit, illegal gambling, FBI raids, Operation Porterhouse Parlay, extortion
Alexander “Alex Gyros” Gagianas, above, was arrested in the FBI’s sweeping Operation Porterhouse Parlay investigation. Prosecutors say the alleged bookie and enforcer used Mob-coded language when collecting debts. (Image: FBI)

Alexander “Alex Gyros” Gagianas is accused of being a bookie and enforcer for what prosecutors are calling “the Gerodemos gambling organization,” a Chicago Outfit-linked gambling ring based out of restaurants in Northwest Indiana and suburban Chicago.

He was one of 22 people arrested in coordinated raids by the FBI on April 29, the culmination of an investigation dubbed “Operation Porterhouse Parlay.”

According to a motion to detain filed by federal prosecutors this week, on October 17, 2024, Gagianas texted alleged ringleader James “Jimmy the Greek” Gerodemos about a gambling debt that needed to be settled.

“Your buddy never called me yesterday so I can give him the bid to paint his house,” Gagianas wrote, according to the filing.

“Do u do carpentry work too?” Gerodemos replied.

“I focus on just painting, but I am quite the handy man,” returned Gagianas.

Scorsese Fans

According to prosecutors, in the Martin Scorsese movie, The Irishman, “painting houses” refers to killing people, while “carpentry work” is code for disposing of a body.

Shortly after the exchange, Gerodemos sent Gagianas a text with a YouTube link to the relevant scene from the film, according to court documents.

Neither Gagianas nor Gerodemos are accused of killing anyone. But prosecutors used the conversation to argue that releasing Gagianas would pose a “clear and present danger” to a prospective witness in the case, referred to in court documents as “extortion Victim #2,” as well as members of the victim’s family.

They also argued that he represents a flight risk because of his dual Greek citizenship. They are asking the judge to impose a $500,000 bond.

Threats of Violence

Gagianas is facing charges that include operating an illegal gambling business and extortion. The Gerodemos gambling organization is accused of conducting a campaign of intimidation and harassment with threats of violence against Victim 2 and others.

According to prosecutors, Gagianas later attempted to collect the debt in Florida, searching for Victim 2 at a casino where he was known to gamble, but he failed to locate him. Chillingly, he also took a screen capture of a picture of the victim’s wife from her Facebook page.

Philip Conneller
Philip Conneller Senior Reporter

In Philip Conneller’s eight years with Casino.org, he has covered the gaming industry from Las Vegas to Macau and everything in between. He currently focuses his coverage on gaming law, white-collar crime, global money laundering, tribal gaming, politics, and regulation.

Philip was the original features editor for poker’s Bluff Magazine and editor for Bluff Europe, which he helped launch. His writing has also been featured in ESPN, Forbes, Time Out, The Sun, and The Daily Star, as well as iGaming Business, eGaming Review, and numerous other industry news and tech websites.

His news stories for Casino.org/news have been linked by The Washington Post, The Daily Mail, People Magazine, and Jimmy Fallon's Tonight Show, among many others.

Philip once won $20,000 with 7-2 off-suit. He has been reprimanded for unwittingly playing Elton John’s piano on two separate occasions on both sides of the Atlantic.

He became a writer because he is a lousy pianist.

Philip lives outside London with his wife and children, where he spends his time agonizing about Arsenal FC.

Contact Philip at philip.conneller@casino.org.

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  • S
    Skip May 27, 2026
    Greeks have worse tempers than Italians.
    Reply

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