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New York appellate court overturns Engoron’s $500M judgment against Trump

by Theinsightpost
August 21, 2025
in Latest Headlines
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New York appellate court overturns Engoron’s 0M judgment against Trump

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In New York, a court revealed that a leading citizen had cooked the books by inflating questionable figures without any support in reality. Moreover, his wild overvaluation was widely viewed as motivated by his self-aggrandizement. The final reported figures are so absurdly inflated that they were rejected in their entirety. In the end, he was off by over half a billion dollars. 

That man is Judge Arthur Engoron. 

After a New York appellate court unanimously threw out Engoron’s absurd half-a-billion-dollar judgment and interest against President Donald Trump, the irony was crushing. It was Engoron who seemed, as he characterized Trump witnesses, as having “simply denied reality.” It made his notorious reliance on an assessment of Mar-a-Lago as worth between $18 million and $27.6 million seem like good accounting.  

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In the end, he could not get a single judge to preserve a single dollar of that fine.  

A court sketch depicts attorney Jesus Suarez questioning Eli Bartov as former president Donald Trump and Judge Arthur Engoron look on

Trump had a major court victory but the battle continues. FILE: A court sketch depicts attorney Jesus Suarez questioning Eli Bartov as then-former President Donald Trump and Judge Arthur Engoron look on in Manhattan civil court in New York on Thursday, December 7, 2023. (Jane Rosenberg)

For some of us who covered that trial, the most vivid image of Engoron came at the start. He indicated that he did not want cameras in the courtroom, but when the networks showed up, Engoron took off his glasses and seemed to pose for the cameras.  

It was a “Sunset Boulevard” moment. We only need Gloria Swanson looking into the camera to speak to “those wonderful people out there in the dark!” and announcing “all right, [Ms. James], I’m ready for my close-up.” 

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The close-up was not a good idea, and, on appeal, it was perfectly disastrous. The court found little legal or factual basis for his fine. The purported witnesses not only did not lose a dime, but they testified that they made money on the loans and wanted new loans with the Trump administration. That did not move Engoron. From the start, he was speaking to those “wonderful people out there.” 

You did not have to go far. In both the civil and criminal trials of Trump in New York, there was a carnival atmosphere in the street outside the courthouse. It was really not derangement as much as delirium. Democrat New York Attorney General Letitia James had injected lawfare directly into the veins of New Yorkers. Pledging in her campaign to bag Trump (without bothering to name any crime or violation), James was elected based on her recreational rather than legal appeal.  

Yet, James could not have succeeded if she had not had a judge willing to ignore reality and cook the books on the fines. She needed a partner in lawfare. She needed Engoron. 

Even for some anti-Trump commentators, the judgment was impossible to defend and some acknowledged that they had never seen any case like this one brought in New York. 

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Judge David Friedman gave Engoron a close-up that would have made Swanson wince. He detailed how the underlying law “has never been used in the way it is being used in this case – namely, to attack successful, private, commercial transactions, negotiated at arm’s length between highly sophisticated parties fully capable of monitoring and defending their own interests.”   

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He accused Engoron of participating in an effort clearly directed by James at “ending with the derailment of President Trump’s political career and the destruction of his real estate business.” 

Judge Arthur Engoron

FILE: Justice Arthur Engoron presided over the civil fraud trial of former President Donald Trump and his children at New York State Supreme Court on November 13, 2023, in New York City. (Photo by Erin Schaff-Pool/Getty Images)

Other judges said that Engoron’s fine was so off base and engorged that it was an unconstitutional order under the Eighth Amendment, protecting citizens from “cruel and unusual” punishments. So, Engoron not only inflated the figures but shredded the Constitution in his effort to deliver a blow against Trump. 

Trump can now appeal the residual parts of the Engoron decision imposing limits on the Trump family doing business in New York. Some of those limits could be moot by the time of any final judgment. Ironically, if Engoron had shown a modicum of restraint, he might have secured a victory. During the trial in New York, I said that he would have been smart to impose a dollar fine and limited injunctive relief. That, however, required a modicum of judicial restraint and judgment. 

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Instead, Engoron chose to walk down the stairway into infamy. He was off by half a billion dollars, which could put him in the Bernie Madoff class of judges. 

In other words, if he wanted to be remembered on that first day, Arthur Engoron succeeded. 

CLICK HERE TO READ MORE FROM JONATHAN TURLEY

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