Saturday, March 14, 2026

Thirty-Three Years

Of course, he'll be out long before that:

  • A man who shot two Chicago police officers after one of them saw a gun tumble from his pocket as he tried to pay for his order at a West Side hot dog stand was sentenced Friday to 33 years in prison.

    Kailon Harris-Caldwell, 28, pleaded guilty to two counts of attempted murder in exchange for concurrent 33-year terms handed down by Judge Thomas Byrne, according to court records.

    Prosecutors say the incident unfolded around 3:30 a.m. on March 4, 2022, when Harris-Caldwell reached into his pocket to pay for an order at Original Maxwell Street, 3801 West Harrison Street, as a Chicago police officer stood nearby. A handgun with an extended magazine fell from his pocket when he pulled his hand out.

    Harris-Caldwell picked up the gun and immediately fired at the officer’s head from close range, prosecutors alleged, leaving the cop with a graze wound. He then opened fire on the officer’s partner, who was seated in a marked patrol car in the restaurant’s parking lot. That officer was struck by a gunshot to the leg.

Last we had heard (correct us if mistaken) the one Officer was later promoted (by score) and the other one will never work as as the police again because of the resultant nerve damage and remaining bullet fragments.

This offender had jumped bail in Florida after using a rifle to shoot at sheriff deputies following a home invasion. 

Thirty-three years isn't even a good start. 

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