Exasperated judge orders ‘Dread Head Cowboy’ to bring USB drive to Tuesday’s hearing

An infuriated Cook County judge on Monday accused Adam Hollingsworth, better known as “Dread Head Cowboy,” of “dishonest behavior” after his latest court record called for documents which prosecutors and the judge said he already had access.

During a chaotic status hearing, Judge Michael McHale said Hollingsworth was sending a “very interesting message” by failing to bring the USB drive containing all the electronic records prosecutors gave him months ago during filing a notice asking for a video he said he didn’t have. .

“Why the hell didn’t you bring it?” McHale asked.

Hollingsworth, 34, is representing himself against an animal cruelty charge resulting from a horseback ride he took in 2020 on the Dan Ryan Freeway to raise awareness about violence against young people.

Hollingsworth has struggled to navigate the court system since he publicly sacked his pro bono defense attorney in October 2020 after a hearing at a Far South Side courthouse. His lack of knowledge of court proceedings was continually exposed in McHale’s courtroom, including on Monday when he submitted a case saying he had not received any discoveries.

The judge and prosecutors seemed confused by what exactly Hollingsworth was asking. In the notice, Hollingsworth said he had not received a “plan of operation”.

McHale asked Hollingsworth what he meant by that, adding “I’ve only been doing this for 30 years, I can say I’ve never heard this before.”

Hollingsworth said a video of a Chicago police car was also missing.

“At least on one occasion, the state has released the video in open court,” McHale said.

Assistant State Attorney Christina Dracopoulous said she gave all electronic recordings to Hollingsworth on a USB drive.

McHale appeared irritated when Hollingsworth said he did not bring the USB drive to Monday’s hearing.

“The fact that you did not bring [the flash drive] shows genuine dishonest behavior, ”McHale said. He also said that it “doesn’t seem fair to complain about something that is not about” the reader when he has not taken it to court.

After Hollingsworth repeatedly interrupted the judge, McHale was fed up saying that dealing with Hollingsworth is like “trying to nail jelly to the wall”.

“You don’t stay focused, you are everywhere,” he said. “I try to run an efficient courtroom and talking to you is extremely difficult.”

Hollingsworth has been ordered to bring his laptop, phone, agreement and USB drive to his next hearing on Tuesday where prosecutors and the judge hope to clear up any confusion about the find.

McHale has previously denied several of Hollingsworth’s petitions for not filing them properly. The judge also accused Hollingsworth of making false statements in court and harassed him for his lack of knowledge of how the law is applied.

On November 15, McHale dismissed Hollingsworth’s petition for a new judge and granted the town company’s attorney’s motion to quash Hollingsworth’s subpoena for Mayor Lori Lightfoot, whom Hollingsworth had hoped to testify in as a character witness.

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