New York investigations of the Trump Organization

Two related investigations by New York State and City officials were opened by 2020 to determine whether the Trump Organization has committed financial fraud. One of these is a criminal case being conducted by the Manhattan district attorney (DA) and the other is a civil case being conducted by the New York State Attorney General (AG). The DA's case has led to two of the organization's subsidiary companies being found guilty of 17 charges including tax fraud and the indictment of Donald Trump, while the AG has succeeded in imposing an independent monitor to prevent future fraud by the organization.

By mid-2021, New York AG Letitia James had joined the DA's criminal probe, with the latter convening a grand jury. Prosecutors filed 10 charges against the organization, alleging that it had conducted a 15-year "scheme to defraud" the government, and 15 felony counts against longtime chief financial officer Allen Weisselberg—who invoked his Fifth Amendment right against self-incrimination more than 500 times in his testimony. In August 2022, Weisselberg pleaded guilty and agreed to testify against the organization in exchange for a reduced sentence. In December, the organization was convicted of all 17 criminal charges it faced. Evidence including the testimonies of Weisselberg and others indicate that he and other executives—as well as the two subsidiaries—participated in fraudulent schemes, including recording some employee bonuses as pay for contract work. A number of illegal practices were ceased around the time of Trump's election as U.S. president.

In 2020, Eric Trump pleaded the Fifth over 500 times in his testimony for the AG. In November 2021, The Washington Post reported that between 2011 and 2015 the organization presented several properties as being worth far more to potential lenders than to tax officials. Donald Trump reportedly pleaded the Fifth more than 400 times in his August 2022 deposition. In September, James filed a civil lawsuit against Trump, his three oldest children, and the organization for alleged fraud. Additionally, she referred the case to federal criminal prosecutors and the Internal Revenue Service. In November, the New York judge overseeing the lawsuit appointed retired judge Barbara S. Jones to monitor the organization, and a trial was scheduled for late 2023.