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Chicago Multiple Felon and ‘Violence Interrupter’ Gets 10 Years After Shooting Himself in the Butt

Gregory Sherman the so-called "anti-violence worker" who got ten years for shooting himself in the butt. Base image courtesy Chicago PD.

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The State of Illinois pays millions to Chicago “violence interrupter” programs that supposedly stop violence among gang members before it happens. In reality, it’s little more than paying career violent criminals to pretend to behave. Felons like Gregory Sherman, 45, draw a paycheck while they continue leading a life of crime funded by taxpayers.

Last July, career habitual felon Sherman worked for one of these anti-violence operations, one of many known for advocating for victim disarmament. Mr. Sherman, the violence interruptor, had a gat in his pants and when he “adjusted” things, he shot himself in the butt.

Thanks to ghetto-fabulous full metal jacket ammunition and the fact that Mr. Darwin was tied up handling other business that day, Sherman survived. The round went through and through his left butt cheek and struck his right foot. Talk about bad luck, right?

Sherman then walked — well, limped — to a nearby hospital’s emergency department. That’s where cops got involved because of the gunshot wound and pretty soon made an arrest of the anti-violence worker who was obviously unlawfully carrying a gun.

The incident stands as a good news/bad news story for Sherman. The good news is that chicks dig scars. The bad news? He won’t see much of the fairer sex for the next few years until he’s released on Valentine’s Day 2031. Ladies of Chicago, look out.

No doubt he can pick up where he left off when he gets out, “working” as a violence interrupter courtesy of Illinois taxpayers.

From CWB Chicago . . .

A 19-time convicted felon working as an anti-violence professional who shot himself in the butt inside a Bucktown gas station has been handed a ten-year prison sentence for possessing the firearm that wounded him.

Gregory Sherman, 45, served as his own attorney at times but was ultimately convicted of Class X armed habitual criminal during a jury trial this summer, according to court records. Following a series of post-trial motions, Judge Mary Brosnahan sentenced him this month.

On July 9, 2022, Sherman walked into St. Elizabeth Hospital after a bullet passed entirely through his left butt cheek and struck his right foot, prosecutors said. He allegedly told Chicago cops that he had been closing a dispensary in the 1500 block of North Milwaukee when there was a fight outside, and someone fired shots, striking him as he walked by…

While Sherman was speaking with officers, other cops responded to the Shell gas station at 1768 West Armitage because 911 callers reported that a man had run out of the business after shooting himself.

Surveillance video from the gas station allegedly showed Sherman standing in line when a flash erupted near his back pocket as he adjusted his pants.

Did we mention that Sherman has extensive prior experience in and around Chicago’s so-called “justice” system?

Sherman’s previous felon convictions include four 10-year sentences for robbing taxi drivers in 2015. He was also convicted of robbing a taxi driver in 2006, a crime for which he received an 18-year sentence.

His defense attorney during his July 2022 bail hearing said Sherman worked full-time as an anti-violence worker, “out there on the street, trying to lower the criminal and dangerous issues that are going on in our community.”

Sherman’s other Illinois prison sentences, according to the Illinois Department of Corrections, include six years for being a felon in possession of a firearm in 2006, six years for aggravated unlawful use of a weapon in 2006, three years for conspiring to bring cannabis into a penal institution in 2003, three years for conspiracy to commit aggravated battery with a firearm in 2003, three years for being a felon in possession of a firearm in 2003, twelve years for armed robbery in 2003, three years for being a felon in possession of a firearm in 2003, three years for forgery in 2001, two years for theft in 1999, one year for possessing cannabis in 1999, two one-year sentences for possessing controlled substances in 1999 and 1997, and two three-year sentences for narcotics in 1997.

In other words, he should have been in prison. However, thanks to the soft-on-crime political leaders running the city of Chicago and state of Illinois, prison sentences here are like dog years, only in reverse.

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