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Judge Alvin Hellerstein, Who Oversaw Trump, Maduro and 9/11 Cases, Dies at 92

Alvin K. Hellerstein, the senior federal judge in Manhattan who spent nearly three decades on the bench handling cases involving former Venezuelan leader Nicolás Maduro, President Donald Trump and the legal aftermath of the September 11 attacks, has died at the age of 92. His death on Wednesday, October 28, 2026, was confirmed by Edward Friedland, district executive for the United States District Court for the Southern District of New York. No cause of death was immediately provided, and court officials said he died surrounded by his family.

Hellerstein had served on the Manhattan federal court since 1998, after being appointed by then-President Bill Clinton, and moved to senior status in 2011. Even then, he kept an active caseload well into his 90s, a rarity among federal judges, many of whom handle fewer cases or retire. Only two weeks before his death, he presided over a hearing in Maduro’s ongoing narco-terrorism conspiracy prosecution, a case that had already become one of the defining assignments of his later years on the bench.

Key Takeaways

  • Judge Alvin K. Hellerstein, a senior Manhattan federal judge since 1998, died on Wednesday, October 28, 2026, at the age of 92.
  • He was overseeing the prosecution of deposed Venezuelan leader Nicolás Maduro, whose trial has been scheduled for June, and his cases are now expected to be reassigned to other judges.
  • His career also included the sprawling September 11 litigation, repeated rulings against Donald Trump’s efforts to move cases to federal court, and major fraud trials.

From Army Lawyer to the Manhattan Bench

Hellerstein was a graduate of Columbia College and Columbia Law School. Before becoming a judge, he served in the military justice branch of the United States Army from 1957 to 1960 and then spent nearly three decades in private practice as a Manhattan litigator. That long career in private practice shaped the reputation he carried into the courtroom: colleagues and court watchers described an independent approach and strict courtroom discipline, with little patience for arguments he considered unfocused or unfair.

Chief Judge Laura Taylor Swain said in a statement that Hellerstein was an insightful and dedicated lawyer who served with distinction for more than 25 years as a jurist. His energetic and dedicated service to this Court continued until his death, she said, adding that he is greatly appreciated and will be sorely missed.

His energetic and dedicated service to this Court continued until his death.

The Maduro Case, Still Open

Hellerstein had been involved in the Maduro case long before Maduro himself was brought to New York. He was assigned to an indictment involving a Maduro co-defendant in 2011, Maduro was added to the criminal case in 2020, and prosecutors obtained a superseding indictment against him that was unsealed on January 3. Maduro was seized by US forces in January in a military raid on his compound in Venezuela and transported to New York to face charges, to which he has pleaded not guilty.

The judge’s handling of the case drew fresh attention only two weeks before his death, when he presided over a hearing in the prosecution and, according to reports of the session, cut off a rambling Maduro. With Hellerstein’s death, his cases, including Maduro’s, are expected to be reassigned to other federal judges in the Manhattan court. Reporting on the case has put Maduro’s trial as scheduled for June, which means the reassignment will be one of the first decisions the court must make in a prosecution that has already run for more than a decade in its various forms.

Two Decades of September 11 Litigation

Before the Maduro operation put him back in the national spotlight, Hellerstein had long been known for his work on the legal fallout of the September 11, 2001, terrorist attacks. He oversaw the federal lawsuits filed in New York City against the owners of the World Trade Center, the city, airlines and airport security firms, covering dozens of wrongful death, injury and property damage claims.

In March 2010, he rejected a proposed settlement that would have paid at least $575 million to thousands of people who fell ill working in the toxic ash of the trade center site. Explaining his decision, he said, as reported at the time, that this case was different, adding: “This is 9/11.” The rejection sent the parties back to negotiate a fairer deal for the workers and responders whose illnesses had followed the attacks, and it became one of the most quoted moments of his judicial career.

Repeated Clashes With Trump

Hellerstein also clashed repeatedly with Donald Trump in court, both before and during Trump’s presidency. He repeatedly denied Trump’s efforts to move his New York hush money criminal prosecution into federal court, forcing the president to try his luck in New York’s state system. In 2020, he ordered the release of Michael Cohen, Trump’s former fixer, after the Justice Department revoked Cohen’s home confinement, ruling that the government’s action was retaliatory and a violation of the First Amendment.

Last year, he blocked the Trump administration from deporting alleged Venezuelan gang members without a court hearing. Those rulings, taken together, made him a recurring figure in disputes over the limits of presidential power and the independence of the courts, a debate that continues in other cases involving international courts and judicial independence and in a midterm season already marked by disputes over voter-fraud tips.

Other Landmark Rulings

Beyond the three cases that defined his public profile, Hellerstein’s docket covered a wide range of civil and criminal matters, and several of his rulings set important precedents in their own fields.

  • In 2015, he ordered the US government to release a trove of photos depicting abuse of detainees in Iraq and Afghanistan.
  • He presided over a trial in which a jury found French banking giant BNP Paribas’s work in Sudan had helped prop up the regime of former ruler Omar al-Bashir, awarding $20.75 million in damages to three plaintiffs from Sudan.
  • Last year, he oversaw the trial of Charlie Javice, founder of an education startup, who was convicted of defrauding JPMorgan Chase out of $175 million.
  • He also presided over the 2024 trial of Bill Hwang, who was convicted of fraud and market manipulation after the collapse of his Archegos Capital Management caused more than $10 billion of losses for banks.

Those cases, spanning national security, banking, fraud and human rights, help explain why court officials emphasised his continued activity into his 90s. He was not a judge who had stepped back from difficult work; he was still hearing it.

What to Watch Next

What happens next is, for now, procedural but consequential. The Manhattan court is expected to reassign Hellerstein’s cases, including Maduro’s prosecution, to other judges, and the June trial schedule reported for Maduro will test how quickly a new judge can take over a complex, long-running case. The court has not yet announced a cause of death beyond confirming that he died surrounded by his family, and tributes from the court have focused on his service rather than on any single ruling. The case will move forward in a political calendar dominated by record midterm ad spending, but the legal question at its centre remains the same one Hellerstein was hearing two weeks ago: how the prosecution of a deposed foreign leader proceeds through an American courtroom.

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