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Man Employs A.I. Avatar in Legal Appeal, and Judge Isn’t Amused

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Man Employs A.I. Avatar in Legal Appeal, and Judge Isn’t Amused

Jerome Dewald sat with his legs crossed and his hands folded in his lap in front of an appellate panel of New York State judges, ready to argue for a reversal of a lower court’s decision in his dispute with a former employer.

The court had allowed Mr. Dewald, who is not a lawyer and was representing himself, to accompany his argument with a prerecorded video presentation.

As the video began to play, it showed a man seemingly younger than Mr. Dewald’s 74 years wearing a blue collared shirt and a beige sweater and standing in front of what appeared to be a blurred virtual background.

A few seconds into the video, one of the judges, confused by the image on the screen, asked Mr. Dewald if the man was his lawyer.

“I generated that,” Mr. Dewald responded. “That is not a real person.”

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The judge, Justice Sallie Manzanet-Daniels of the Appellate Division’s First Judicial Department, paused for a moment. It was clear she was displeased with his answer.

“It would have been nice to know that when you made your application,” she snapped at him.

“I don’t appreciate being misled,” she added before yelling for someone to turn off the video.

What Mr. Dewald failed to disclose was that he had created the digital avatar using artificial intelligence software, the latest example of A.I. creeping into the U.S. legal system in potentially troubling ways.

The hearing at which Mr. Dewald made his presentation, on March 26, was filmed by court system cameras and reported earlier by The Associated Press.

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Reached on Friday, Mr. Dewald, the plaintiff in the case, said he had been overwhelmed by embarrassment at the hearing. He said he had sent the judges a letter of apology shortly afterward, expressing his deep regret and acknowledging that his actions had “inadvertently misled” the court.

He said he had resorted to using the software after stumbling over his words in previous legal proceedings. Using A.I. for the presentation, he thought, might ease the pressure he felt in the courtroom.

He said he had planned to make a digital version of himself but had encountered “technical difficulties” in doing so, which prompted him to create a fake person for the recording instead.

“My intent was never to deceive but rather to present my arguments in the most efficient manner possible,” he said in his letter to the judges. “However, I recognize that proper disclosure and transparency must always take precedence.”

A self-described entrepreneur, Mr. Dewald was appealing an earlier ruling in a contract dispute with a former employer. He eventually presented an oral argument at the appellate hearing, stammering and taking frequent pauses to regroup and read prepared remarks from his cellphone.

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As embarrassed as he might be, Mr. Dewald could take some comfort in the fact that actual lawyers have gotten into trouble for using A.I. in court.

In 2023, a New York lawyer faced severe repercussions after he used ChatGPT to create a legal brief riddled with fake judicial opinions and legal citations. The case showcased the flaws in relying on artificial intelligence and reverberated throughout the legal trade.

The same year, Michael Cohen, a former lawyer and fixer for President Trump, provided his lawyer with phony legal citations he had gotten from Google Bard, an artificial intelligence program. Mr. Cohen ultimately pleaded for mercy from the federal judge presiding over his case, emphasizing that he had not known the generative text service could provide false information.

Some experts say that artificial intelligence and large language models can be helpful to people who have legal matters to deal with but cannot afford lawyers. Still, the technology’s risks remain.

“They can still hallucinate — produce very compelling looking information” that is actually “either fake or nonsensical,” said Daniel Shin, the assistant director of research at the Center for Legal and Court Technology at the William & Mary Law School. “That risk has to be addressed.”

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They Witness Deaths on the Tracks and Then Struggle to Get Help

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They Witness Deaths on the Tracks and Then Struggle to Get Help

‘Part of the job’

Edwin Guity was at the controls of a southbound D train last December, rolling through the Bronx, when suddenly someone was on the tracks in front of him.

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He jammed on the emergency brake, but it was too late. The man had gone under the wheels.

Stumbling over words, Mr. Guity radioed the dispatcher and then did what the rules require of every train operator involved in such an incident. He got out of the cab and went looking for the person he had struck.

“I didn’t want to do it,” Mr. Guity said later. “But this is a part of the job.”

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He found the man pinned beneath the third car. Paramedics pulled him out, but the man died at the hospital. After that, Mr. Guity wrestled with what to do next.

A 32-year-old who had once lived in a family shelter with his parents, he viewed the job as paying well and offering a rare chance at upward mobility. It also helped cover the costs of his family’s groceries and rent in the three-bedroom apartment they shared in Brooklyn.

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But striking the man with the train had shaken him more than perhaps any other experience in his life, and the idea of returning to work left him feeling paralyzed.

Edwin Guity was prescribed exposure therapy after his train struck a man on the tracks.

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Hundreds of train operators have found themselves in Mr. Guity’s position over the years.

And for just as long, there has been a path through the state workers’ compensation program to receiving substantive treatment to help them cope. But New York’s train operators say that their employer, the Metropolitan Transportation Authority, has done too little to make them aware of that option.

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After Mr. Guity’s incident, no official told him of that type of assistance, he said. Instead, they gave him the option of going back to work right away.

But Mr. Guity was lucky. He had a friend who had been through the same experience and who coached him on getting help — first through a six-week program and then, with the assistance of a lawyer, through an experienced specialist.

The specialist prescribed a six-month exposure therapy program to gradually reintroduce Mr. Guity to the subway.

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His first day back at the controls of a passenger train was on Thanksgiving. Once again, he was driving on the D line — the same route he had been traveling on the day of the fatal accident.

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Mr. Guity helps care for his 93-year-old grandmother, Juanita Guity.

M.T.A. representatives insisted that New York train operators involved in strikes are made aware of all options for getting treatment, but they declined to answer specific questions about how the agency ensures that drivers get the help they need.

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In an interview, the president of the M.T.A. division that runs the subway, Demetrius Crichlow, said all train operators are fully briefed on the resources available to them during their job orientation.

“I really have faith in our process,” Mr. Crichlow said.

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Still, other transit systems — all of which are smaller than New York’s — appear to do a better job of ensuring that operators like Mr. Guity take advantage of the services available to them, according to records and interviews.

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An Uptick in Subway Strikes

A Times analysis shows that the incidents were on the rise in New York City’s system even as they were falling in all other American transit systems.

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Source: Federal Transit Administration.

Note: Transit agencies report “Major Safety and Security Events” to the F.T.A.’s National Transit Database. The Times’s counts include incidents categorized as rail collisions with persons, plus assaults, homicides and attempted suicides with event descriptions mentioning a train strike. For assaults, The Times used an artificial intelligence model to identify relevant descriptions and then manually reviewed the results.

Bianca Pallaro/The New York Times

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San Francisco’s system provides 24-hour access to licensed therapists through a third-party provider.

Los Angeles proactively reaches out to its operators on a regular basis to remind them of workers’ compensation options and other resources.

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The Massachusetts Bay Transportation Authority has made it a goal to increase engagement with its employee assistance program.

The M.T.A. says it offers some version of most of these services.

But in interviews with more than two dozen subway operators who have been involved in train strikes, only one said he was aware of all those resources, and state records suggest most drivers of trains that strike people are not taking full advantage of them.

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“It’s the M.T.A.’s responsibility to assist the employee both mentally and physically after these horrific events occur,” the president of the union that represents New York City transit workers, John V. Chiarello, said in a statement, “but it is a constant struggle trying to get the M.T.A. to do the right thing.”

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Video: Protesters Arrested After Trying to Block a Possible ICE Raid

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Video: Protesters Arrested After Trying to Block a Possible ICE Raid

new video loaded: Protesters Arrested After Trying to Block a Possible ICE Raid

transcript

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Protesters Arrested After Trying to Block a Possible ICE Raid

Nearly 200 protesters tried to block federal agents from leaving a parking garage in Lower Manhattan on Saturday. The confrontation appeared to prevent a possible ICE raid nearby, and led to violent clashes between the police and protesters.

[chanting] “ICE out of New York.”

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Nearly 200 protesters tried to block federal agents from leaving a parking garage in Lower Manhattan on Saturday. The confrontation appeared to prevent a possible ICE raid nearby, and led to violent clashes between the police and protesters.

By Jorge Mitssunaga

November 30, 2025

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Video: New York City’s Next Super Storm

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Video: New York City’s Next Super Storm

new video loaded: New York City’s Next Super Storm

What’s a worst-case scenario for hurricane flooding in New York City? Our reporter Hilary Howard, who covers the environment in the region, explores how bad it could get as climate change powers increasingly extreme rainfall and devastating storm surges.

By Hilary Howard, Gabriel Blanco, Stephanie Swart and K.K. Rebecca Lai

November 26, 2025

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