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Seven years later, Laos says it is still trying to collect.

That effort has led the government to Baldwin, Scott, and Bridge Capital, even though none was personally named as owing the money in the arbitration awards.

Laos argues they were effectively indistinguishable from the companies that were ordered to pay and should therefore be held responsible for the debt.

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The latest contribution is not the first time Rovito’s campaign donations to Grasso have attracted attention.

In 2017, Rovito donated $5,000 to Grasso’s unsuccessful campaign for Illinois attorney general. Grasso returned that money about a month later after a television station questioned the contribution, according to Patch. 

Grasso did not explain the reason for that earlier return.

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Rovito, meanwhile, was such a fan of the mayor that he named a dish after him— “Linguini alla Mayor Grasso”—a pasta that comes with “fresh tomato sauce and basil, tossed with a touch of olive oil, and topped with fresh ricotta.”

In an op-ed for the Chicago Tribune in June, Grasso complained that “some members of the Chicago news media stigmatize Italian Americans as Outfit members or mafia operatives whenever it serves to embellish a story.”

Federal prosecutors, however, do not mention the mafia in court documents. They allege the gambling ring generated millions of dollars through illegal sports betting, video gambling, and loansharking operations, with members using intimidation and violence—or the threat of it—to collect debts.