Why New York is raising the heat on Trump

New York prosecutors haven’t revealed what they know about Donald Trump’s finances. But new developments suggest it’s ominous for the former president.

The New York state attorney general, Letitia James, announced on May 18 that a civil investigation into Trump’s business, the Trump Organization, is now a criminal investigation. James didn’t explain the change, but her office has been gathering detailed information on Trump’s business activity for more than two years. Trump has lost several legal cases trying to prevent disclosure of personal and business records, allowing James and other prosecutors to obtain detailed data on Trump’s real-estate empire during the last several months.

New York Attorney General Letitia James speaks at a news conference about price gouging amid the coronavirus disease (COVID-19) pandemic in the Manhattan borough of New York City, New York, U.S., April 1, 2021. REUTERS/Carlo Allegri
New York Attorney General Letitia James speaks at a news conference on April 1, 2021. REUTERS/Carlo Allegri · Carlo Allegri / reuters

In February, James said, “until we uncover some unlawful behavior or conduct, our investigation will continue as a civil matter.” Since it has now become a criminal matter, James may, in fact, have obtained new information including evidence of unlawful behavior.

The attorney general’s probe will now align with a similar probe by New York City district attorney Cyrus Vance, who opened that Trump inquiry in 2019. Vance is reportedly probing allegations that the former president deliberately misstated property values and distorted other financial records to lower his tax bill and get better loan terms from banks than he might have otherwise. A year earlier, The New York Times, aided by Trump’s niece Mary Trump, published a detailed exposé revealing Trump financial activities it described as “improper or possibly illegal.” Trump denies any wrongdoing and says the escalation of the New York probe is "an investigation that is in desperate search of a crime."

The most serious legal inquiries Trump has ever faced

Trump has always been a prolific litigant, suing and being sued as if it’s part of his business model. But the New York cases are the most serious legal inquiries Trump has ever faced. His former lawyer, Michael Cohen, went to prison for his role in one matter prosecutors may be exploring, which implicitly paints Trump as guilty, too. There’s no guarantee prosecutors will file charges against Trump in either case, but the intensification of both probes suggests charges are coming.

For anybody who might have forgotten about Trump, or simply lost the thread of this convoluted narrative, here’s an abbreviated timeline of how the criminal inquiries have unfolded:

On Jan. 12, 2018, the Wall Street Journal broke the news that Trump, through Cohen, had paid porn actress Stormy Daniels $130,000 in 2016 to stay quiet about a sexual encounter she claims she had with Trump in 2006. Cohen also arranged a $130,000 payment to former Playboy model Karen McDougal, who says she had a 10-month affair with Trump in 2006 and 2007. That payment, supposedly meant to keep McDougal quiet, came from the company that publishes the National Enquirer, a Trump ally.