One of the central figures in the Manhattan district attorney’s criminal investigation into Donald Trump is Trump Organization chief financial officer Allen Weisselberg. An employee of the firm for decades, Weisselberg has personally described himself as Trump’s “eyes and ears” at the company, and as his former colleague Michael Cohen has put it, “Allen Weisselberg [knows] every single dollar in, and every single dollar—not even dollar, to the penny. Every single penny in and every penny out [goes] through Allen Weisselberg’s desk, and then [is] reported, before and after, to Donald J. Trump.” Obviously someone with such detailed knowledge of the finances of the company would make an extremely helpful witness to Manhattan D.A. Cyrus Vance Jr., which is why the prosecutor has been working for months to get Weisselberg to flip and cooperate against the ex-president. And based on new developments, it sounds like he just might!
The New York Times reports that the D.A.’s office appears to have “entered the final stages of a criminal tax investigation” into Weisselberg, who could personally face charges this summer. The investigation into the CFO, which Vance’s office is likely using to pressure him to flip and save himself, reportedly focuses in part on the possibility that Weisselberg failed to pay taxes on benefits Trump provided to him and his family over the years, such as apartments, cars, and thousands of dollars in private school tuition. As The Washington Post reported in March, Vance’s office has been “delving deeply into the personal and financial affairs” of Weisselberg, with an additional focus on his adult sons, Barry Weisselberg and Jack Weisselberg, “a tactic that could be an effort to increase pressure on the elder Weisselberg.” Jack works at Ladder Capital, which, according to the Post, happened to loan the Trump Organization more than $270 million. More significantly, Barry is a Trump Organization employee who managed the Wollman ice rink for the company before the city ended its contract. In April, Barry’s ex-wife, Jennifer Weisselberg, turned over numerous financial documents to Vance’s office containing information on her ex-husband’s bank accounts and credit cards, as well as his statements of net worth and tax filings. “My knowledge of the documents and my voice connect the flow of money from various banks and from personal finances that bleed directly into the Trump Organization,” she said. And according to the Post, those documents contain information that has likely been of particular interest to prosecutors:
Despite earning $200,000 a year for “as long as he could remember,” Barry said in the deposition that while he and Jennifer were together, they lived rent-free for a number of years in Trump-owned apartments, adding that he had no idea how taxes on one of the properties were handled. Last month the Manhattan D.A. subpoenaed the private school that Barry’s children, who are Weisselberg’s grandchildren, attend; according to Jennifer, from 2012 to 2019, more than $500,000 in tuition payments were made with checks signed by either Weisselberg or Trump, which could have been a way for the Weisselbergs to avoid taxes. Vance’s office reportedly secured the senior Weisselberg’s tax returns earlier this year, in addition to personal bank records, while the Trump Organization was asked to hand over documents “related to any benefits Mr. Trump or the company may have provided to other employees.”
According to the Times, should prosecutors seek charges against Weisselberg, they could choose from a variety of alleged crimes, including scheme to defraud, tax fraud, or grand larceny. The fallout from tax fraud, per the Times, “would be steeper than under the scheme-to-defraud charge,” as failing to pay more than $10,000 in taxes in a single year can be punishable by a maximum of seven years in prison. (Scheming to defraud holds a sentence of up to four years.) “Those dollar amounts could make it relatively easy for the Manhattan district attorney to make a criminal case,” said Cono R. Namorato, a former senior official at the Justice Department’s tax division.
As for whether Weisselberg will flip, the Times notes that thus far he “appears to have rebuffed Mr. Vance’s office and continues to work at the Trump Organization.” On the other hand, asked about the prospect of his turning on Trump, Barbara Res, a former executive vice president at the Trump Organization, told the Daily News that while Weisselberg “thought Trump was a god” and “drank the Kool-Aid,” there are likely limits to his devotion. “I don’t believe he would commit perjury,” she said. And as his ex-daughter-in-law, Jennifer, told Air Mail in April: “Trump doesn’t care about Allen, but Allen knows every bad thing he ever did.” Regardless, things are not looking good for the ex-president. As the Times points out:
A lawyer for Weisselberg declined the Times’ request for comment, as did the Trump Organization. Trump, of course, has frequently decried the investigation, claiming it’s a “continuation of the greatest political Witch Hunt in the history of our country.”
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