U.S. District Judge Steven Seeger sentenced longtime Chicago political operative Roberto Caldero to nearly five years in prison for wire fraud on Friday.
Democratic political operative Roberto Caldero is shown in a hidden FBI video recording made by then-Ald. Daniel Solis in October 2016.
Early in the sentencing hearing, the political operative argued that he felt the process was in some ways unfair. It’s like he’s getting targeted for a bounced check, he said.The company he was working for would have been fine with only one $30 million to $50 million portion of the $1 billion CPS contract he tried to win, he insisted.
A matching five-year sentence would have been “poetic justice,” Seeger said, but the judge stopped three months short of the pairing.Seeger offered an onslaught of metaphors as he dug into the defendant. Caldero was “a weapon of mass corruption” with far-reaching “corrupt tentacles” who drove the “corruption train,” he said.
“You seemed to be telegraphing to the world that you are not a snitch. You were telling your friends that you didn’t rat anyone out,” the judge said.
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