Within days, President Trump could potentially have his sprawling real estate business empire ordered “dissolved” for repeated misrepresentations on financial statements to lenders, adding him to a short list of scam marketers, con artists and others who have been hit with the ultimate punishment for violating New York’s powerful anti-fraud law.

An Associated Press analysis of nearly 70 years of civil cases under the law showed that such a penalty has only been imposed a dozen previous times, and Mr. Trump’s case stands apart in a significant way: It’s the only big business found that was threatened with a shutdown without a showing of obvious victims and major losses.

Lawyers for the state in Mr. Trump’s monthslong civil trial have argued that the principles of fair play in business alone are enough to justify a harsh penalty, but even they aren’t calling for the prospect of liquidation of his businesses and properties raised by a judge. And some legal experts worry that if the judge goes out of his way to punish the former president with that worst-case scenario, it could make it easier for courts to wipe out companies in the future.

“This is a basically a death penalty for a business,” said a Columbia University law professor, Eric Talley. “Is he getting his just desserts because of the fraud, or because people don’t like him?”

AP’s review of nearly 150 reported cases since New York’s “repeated fraud” statute was passed in 1956 showed that nearly every previous time a company was taken away, victims and losses were key factors. Customers had lost money or bought defective products or never received services ordered, leaving them cheated and angry.

What’s more, businesses were taken over almost always as a last resort to stop a fraud in progress and protect potential victims. They included a phony psychologist who sold dubious treatments, a fake lawyer who sold false claims he could get students into law school, and businessmen who marketed financial advice but instead swindled people out of their home deeds.

In Mr. Trump’s case, his company stopped sending exaggerated financial figures about his net worth to Deutsche Bank and others at least two years ago, but a court-appointed monitor noted that was only after he was sued and that other financial documents continued to contain errors and misrepresentations.

And though the bank offered Mr. Trump lower interest rates because he had agreed to personally guarantee the loans with his own money, it’s not clear how much better the rates were because of the inflated figures. The bank never complained, and it’s unclear how much it lost, if anything. Bank officials called to testify couldn’t say for sure if Mr. Trump’s personal statement of worth had any impact on the rates.

“This sets a horrible precedent,” said a New York real estate lawyer, Adam Leitman Bailey, who once successfully sued a Trump condominium building for misrepresenting sales to lure buyers.

Added a University of Michigan law professor, William Thomas: “Who suffered here? We haven’t seen a long list of victims.”

‘DISSOLUTION’ OF AN EMPIRE?

Mr. Trump, the Republican presidential frontrunner, has focused his ire at potentially losing his business at both the Democratic New York attorney general who brought the case and the judge presiding over it.

In an order last September that’s currently under appeal, a state supreme court, Judge Arthur Engoron, said Mr. Trump had indeed committed fraud and should have the state certificates needed to run many of his New York companies revoked. 

He said Mr. Trump should then be stripped of control over those companies, which are the official owners of his Fifth Avenue headquarters and other marquee properties, and have them turned over to a receiver who will manage the “dissolution” of them.

What the judge left unclear is what he meant by “dissolution,” whether that referred to the liquidation of entities that control properties or the properties themselves. Asked specifically in court whether Mr. Trump’s buildings would be literally sold off as in a bankruptcy, Judge Engoron said he would clarify at a later date.

In a worst case, as interpreted by legal experts, Judge Engoron could decide dissolution means stripping the real estate mogul of not only of his New York holdings such as Trump Tower and his 40 Wall Street skyscraper, but his Mar-a-Lago club in Florida, a Chicago hotel and condo building, and several golf clubs, including ones in Miami, Los Angeles, and Scotland.

For her part, Attorney General Letitia James has asked that Mr. Trump be banned from doing business in New York and pay $370 million, what she estimates is saved interest and other “ill-gotten gains.” Yet she never asked for a property sale and may not even want one. Said one of her lawyers, Kevin Wallace, in his closing argument: “I don’t think we are looking for anything that would cause the liquidation of business.”

Judge Engoron said that by January 31 he will issue a ruling that is expected to decide on the cash penalty and business ban and clarify his “dissolution” order.

A HISTORY OF PUNISHMENTS

Notably, New York’s anti-fraud statute, known as Executive Law 63(12), is clear that a finding of fraud does not require intent to deceive or that anyone actually gets duped or loses money. The attorney general must only show “repeated fraudulent or illegal acts.”

But the AP analysis, based on a search of reported 63(12) cases in legal databases LexisNexis and Westlaw, found that victims and losses were factors when it came to deciding whether to take over a business.

A breast cancer nonprofit was shut down a dozen years ago, for instance, for using nearly all its $9 million in donations to pay for director salaries, perks and other expenses, instead of funding free mammograms, research, and help for survivors.

A private equity firm faking big investment success was closed down after stealing millions of dollars from thousands of investors.

A mental health facility was shuttered for looting $4 million from public funds while neglecting patients.

There may be more dissolved companies than AP found. Legal experts caution that some 63(12) cases never show up in legal databases because they were settled, dropped, or otherwise not reported.

Still, the only case the AP found of a business dissolved under the anti-fraud law without citing actual victims or losses was a relatively small company closed in 1972 for writing term papers for college students. In that case, the attorney general said the victim was “the integrity of the educational process.”

This is not Mr. Trump’s first run-in with New York’s anti-fraud law. His nonprofit Trump Foundation agreed to shut down in 2018 over allegations he misused funds for political and business interests. And his Trump University was sued under the law in 2013 for allegedly misleading thousands of students with false promises of success but it had closed before it could be shuttered by the courts. Mr. Trump eventually settled this and related cases for $25 million.

Decades of 63(12) legal history also showed many cases where defendants socked customers with big losses and still got to keep running their businesses.

A judge in 2001 declined to appoint a receiver to take over a porn site despite millions of dollars of illegal credit card charges to hundreds of customers who thought they were getting “free tours.” The owners tried to cover up their tricks and shifted money overseas. 

Still, the judge said appointing a receiver was an “extraordinary remedy” that should be used sparingly and that a preliminary injunction was good enough. Years later, prosecutors in a separate criminal case said the Gambino mob family was running the business and put several operators in prison.

An auto lender that allegedly charged hidden, usurious interest rates got to stay in business last year if it paid a fine and didn’t commit fraud in the future.

And a judge refused a request to shut down a river rafting company in 2011 after a customer drowned and the attorney general showed it was repeatedly using unlicensed guides or none at all. Instead, he ordered only that the owner post a $50,000 bond and clean up his act. The company is still being run, under a different name, by the same family today.

TRUMP’S CASE

Mr. Trump’s case involved 11 years of financial statements with values based on disputed and sometimes outright false descriptions of properties used as collateral should his loans go bust.

Among them: Mr. Trump exaggerated the size of his Manhattan penthouse apartment by three times. He listed unfinished buildings as if they were complete, and apartments under rent-control as if they were free of such rules. He showed restricted funds as if they were liquid cash. And he portrayed Mar-a-Lago as if it could be converted to a residence even though that is prohibited in its deed.

In making the case against Mr. Trump, Ms. James called to the stand a lending expert who estimated that Deutsche Bank gave up $168 million in extra interest on its Trump loans, basing his calculations as if Mr. Trump never offered a personal guarantee.

Mr. Trump did offer a guarantee, though, even if his estimate of his personal wealth was exaggerated. In fact, the bank made its own estimates of Mr. Trump’s personal wealth, at times lopping billions from Mr. Trump’s figures, and still decided to lend to him.

And testimony from Deutsche Bank officials responsible for the loans suggested that deciding the right rate at which to lend, even absent Mr. Trump’s personal guarantee, isn’t so simple.

The Deutsche Bank unit making the Trump business loans wasn’t the typical lending unit, but its private wealth division. That group often lends to rich clients not only to earn interest but to help its chances of winning the lucrative business of managing their vast personal investments and getting them to buy other bank services — something that testimony showed Deutsche Bank was clearly hoping to do with the ex-president.

Mr. Trump has repeatedly said in impromptu rants at his trial that the case is a meritless, political “witch hunt” because he is richer than the statements sent to banks suggest, and lenders didn’t care about those figures anyway because they always did their own analysis, always got paid back in full and continued to lend to him.

“What’s happened here, sir, is a fraud on me. I am an innocent man,” Mr. Trump said in a six-minute statement in court earlier this month before the judge cut him off.

A POTENTIAL COMPROMISE

To be sure, the attorney general’s office has argued that there are larger issues than victim losses at play in Mr. Trump’s case.

When big loans are issued with an inaccurate picture of risk, said state lawyer Kevin Wallace, it damages the public and business community, “distorts the market” and “prices out honest borrowers.”

Plus, Mr. Wallace suggested, letting such lies to banks slide if those banks don’t take legal action on their own would amount to saying, “if you are rich enough, you are going to be allowed to do it.”

Or as a New York lawyer and Fordham University adjunct professor, Jerry H. Goldfeder, put it, “Just because no one is complaining doesn’t mean there hasn’t been a fraud.”

In a footnote in a 94-page summary document filed earlier this month, Ms. James suggested a compromise decision for Judge Engoron: Appoint an independent monitor to oversee Mr. Trump’s operations for five years, after which the court could decide whether to revoke his business certificates and possibly put him out of business.

University of Michigan’s Mr. Thomas says he thinks Judge Engoron may pull back from his shutdown order, but he is still concerned.

“Those who want to see Donald Trump suffer by any means necessary,” he said, “risk ignoring the very commitment to a rule of law that they accuse him of flouting.”

Associated Press