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What is Diamond Strike?
Grasso has also had a professional relationship with Rovito. Patch reported that the mayor, an attorney, has represented the restaurateur in civil matters. A pasta dish made of “fresh tomato sauce and basil, tossed with a touch of olive oil, and topped with fresh ricotta” at Capri Ristorante is also named “Linguini alla Mayor Grasso”
The relationship has drawn additional attention since Rovito’s arrest.
In June, Grasso wrote an opinion piece in the Chicago Tribune criticizing what he described as media coverage that unfairly associates Italian Americans with organized crime. However, he did not directly name Rovito in the piece.
What is Diamond Strike?
The arrests come amid a surge in burglaries targeting Illinois’ vast network of nearly 50,000 video gaming terminals.
Illinois Gaming Board data obtained earlier this year by the Chicago Sun-Times revealed that 502 gaming-related burglaries had been reported through June 22—already topping the 473 recorded during all of 2025. More than $1.5 million was stolen during the first half of 2026 across more than 100 municipalities.
The attacks have shown little sign of slowing. Earlier this month, law enforcement noted that a single crew is suspected in coordinated burglaries across Wheeling, New Lenox, and Peotone, where masked offenders armed with sledgehammers hit gaming venues within a 24-hour span.
About Diamond Strike
Overall, it’s been a busy stretch for the board since the start of 2025. In that time the regulator has issued five multimillion-dollar anti-money laundering fines to entities on the Las Vegas Strip, an unprecedented run of sanctions for America’s gambling capital.
Four of the investigations – those involving Resorts World Las Vegas, MGM Resorts, Caesars Entertainment and the Venetian – centred around AML violations related to illegal bookmaker Mathew Bowyer, who was placed on the state’s exclusion list in April. The other case involving Wynn Las Vegas did not pertain to play from Bowyer.
Wynn forfeited $130 million to the federal government for a slew of proxy betting violations, which was “believed to be the largest forfeiture by a casino based on admissions of criminal wrongdoing”, per federal prosecutors.
