Appeals Court Throws Out $500 Million Penalty in Trump’s New York Civil Fraud Case

For months, it was one of the largest financial penalties ever levied against an individual in American history – a judgment of nearly half a billion dollars against a sitting President in a New York civil fraud case.

Now, in a stunning reversal, a New York appellate court has thrown that penalty out.

The court’s decision, which invokes a rarely discussed clause of the Constitution’s Bill of Rights, does not erase the underlying finding of financial fraud against Donald Trump. But it does send a powerful message about the constitutional limits on a state’s power to punish, and it hands the President a major victory in one of his most perilous legal battles.

new york appeals court building entrance

At a Glance: The New York Fraud Case Ruling

  • What’s Happening: A New York state appeals court has overturned the nearly $500 million penalty imposed on President Trump in the civil fraud case brought by Attorney General Letitia James.
  • The Ruling: The court found the penalty was likely an “excessive fine” that violated the Eighth Amendment of the U.S. Constitution.
  • What It Doesn’t Do: The ruling does not overturn the underlying finding by the lower court that financial fraud occurred.
  • What’s Next: The case has been sent back to the lower court to recalculate a new, smaller penalty that complies with the Constitution.
  • The Constitutional Issue: A major application of the Eighth Amendment’s Excessive Fines Clause to a high-profile civil case, a principle recently reinforced by the Supreme Court.

A Penalty Erased

The decision from the appellate court takes direct aim at the massive financial judgment handed down by Judge Arthur Engoron earlier this year. The original case, brought by New York Attorney General Letitia James, accused President Trump and his company of fraudulently inflating the value of their assets for years to obtain more favorable loan terms.

Judge Engoron sided with the state and imposed a penalty that, with interest, climbed to nearly half a billion dollars.

President Donald Trump and New York Attorney General Letitia James collage

The appeals court has now vacated that dollar amount. Crucially, the judges did not challenge the trial’s central conclusion that fraud had taken place. Instead, they focused on a single, fundamental constitutional question: Was the punishment proportional to the crime?

The Constitution’s Eighth Amendment

The entire ruling rests on a constitutional guardrail that is more than 230 years old but has only recently been given new life by the Supreme Court: the Eighth Amendment’s Excessive Fines Clause.

The amendment famously prohibits “cruel and unusual punishments,” but it also explicitly states that “excessive bail shall not be required, nor excessive fines imposed.”

For most of American history, this protection was understood to apply only to the federal government. But in a landmark, unanimous 2019 decision, Timbs v. Indiana, the U.S. Supreme Court ruled that the Excessive Fines Clause also applies to the states through the Fourteenth Amendment. That recent decision made this new ruling in Trump’s case possible.

“This entire ruling rests on a constitutional guardrail that the Supreme Court only recently applied to the states: the Eighth Amendment’s protection against excessive fines.”

Punitive vs. Remedial: The Heart of the Argument

The legal battle came down to a critical distinction. The New York Attorney General’s office argued that the massive penalty was “remedial” – that it was a form of “disgorgement” designed to recover the ill-gotten gains Trump received through his fraudulent statements.

Trump’s lawyers argued that the penalty was clearly “punitive” – designed to punish him – because the state could not prove that anyone, including the banks that made the loans, had actually lost anywhere near that amount of money.

New York State Supreme Court building

The appellate court sided with the argument that the fine was punitive in nature. As a punishment, it had to be tested against the Eighth Amendment’s “excessive” standard. A fine so vastly disproportionate to the actual damages incurred, the court signaled, is constitutionally out of bounds.

The Fight Isn’t Over

This is a massive financial and political victory for President Trump, lifting the immediate threat of a crippling financial penalty.

However, the legal battle is far from over. The appeals court has sent the case back to Judge Engoron with clear instructions: to recalculate a new financial penalty that is not “excessive” and is more closely tied to the actual profits gained from the fraud.

The saga of the New York civil fraud case will continue, now as a critical test case for the modern power and limits of the Eighth Amendment.