Trump Organization ex-CFO Allen Weisselberg expected to plead guilty, won't testify against Trump

Former Trump Organization finance chief Allen Weisselberg met with New York prosecutors on Monday and is expected to plead guilty as soon as Thursday to tax fraud and other financial crimes, The New York Times and several other news organizations reported Monday evening. Weisselberg, however, has not agreed to cooperate in the Manhattan district attorney's broader criminal investigation into former President Donald Trump and his company or testify against Trump, the news organizations report.
The Manhattan district attorney's office indicted Weisselberg and the Trump Organization last year, charging them with "a sweeping and audacious illegal payments scheme" in which company executives avoided paying millions in taxes by accepting off-the-book perks like free apartments and leased luxury cars. Prosecutors say Weisselberg alone skipped paying taxes on $1.76 million in such benefits since 2005. Trump has not been accused of wrongdoing.
A New York judge rejected a motion to dismiss the case last week, setting up an October trial for Weisselberg, who has worked for the Trump family for nearly 50 years, and the Trump Organization.
Subscribe to The Week
Escape your echo chamber. Get the facts behind the news, plus analysis from multiple perspectives.

Sign up for The Week's Free Newsletters
From our morning news briefing to a weekly Good News Newsletter, get the best of The Week delivered directly to your inbox.
From our morning news briefing to a weekly Good News Newsletter, get the best of The Week delivered directly to your inbox.
"Weisselberg, 75, is facing financial penalties as well as up to 15 years in prison if convicted by a jury," the Times reports, but the plea deal, if it becomes final, "would avoid a high-profile trial and spare him a lengthy sentence." The current deal reportedly involves five months in prison, or about 100 days with good behavior. Weisselberg's refusal to testify against Trump has frustrated Manhattan prosecutors, the Times adds, and his plea deal would bring them "no closer to indicting the former president but would nonetheless brand one of his most trusted lieutenants a felon."
The Trump Organization is reportedly not joining in Weisselberg's plea deal, meaning the company is still on track for trial this fall. District Attorney Alvin Bragg, who inherited the criminal investigation of the Trump Organization from his predecessor, has said the case is still open, but its direction and status are unclear. Two lead prosecutors who resigned earlier this year suggested in a resignation letter that Trump himself might escape "justice" even though there's sufficient evidence he's "guilty of numerous felony violations."
A civil investigation of Trump and his business by the New York state attorney general appears to be nearing its conclusion. Trump testified, and invoked his Fifth Amendment right against self-incrimination hundreds of times, in that case last week.
Sign up for Today's Best Articles in your inbox
A free daily email with the biggest news stories of the day – and the best features from TheWeek.com
Peter has worked as a news and culture writer and editor at The Week since the site's launch in 2008. He covers politics, world affairs, religion and cultural currents. His journalism career began as a copy editor at a financial newswire and has included editorial positions at The New York Times Magazine, Facts on File, and Oregon State University.
-
Store closings could accelerate throughout 2025
Under the Radar Major brands like Macy's and Walgreens are continuing to shutter stores
By Justin Klawans, The Week US Published
-
Crossword: February 20, 2025
The Week's daily crossword
By The Week Staff Published
-
Sudoku hard: February 20, 2025
The Week's daily hard sudoku puzzle
By The Week Staff Published
-
Trade wars, explained
The Explainer Free trade is almost always good for any economy – so why is it so unpopular?
By The Week UK Published
-
What is a sovereign wealth fund?
The Explainer And will Trump use one to buy TikTok?
By Joel Mathis, The Week US Published
-
Trump's China tariffs start after Canada, Mexico pauses
Speed Read The president paused his tariffs on America's closest neighbors after speaking to their leaders, but his import tax on Chinese goods has taken effect
By Peter Weber, The Week US Published
-
Pros and cons of tariffs
Pros and Cons Mainstream economists are 'generally sceptical' levies on imports can protect domestic industries and promote prosperity
By The Week UK Published
-
Can the UK avoid the Trump tariff bombshell?
Today's Big Question President says UK is 'way out of line' but it may still escape worst of US trade levies
By The Week UK Published
-
Chinese AI chatbot's rise slams US tech stocks
Speed Read The sudden popularity of a new AI chatbot from Chinese startup DeepSeek has sent U.S. tech stocks tumbling
By Peter Weber, The Week US Published
-
Five years on, can Labour's reset fix Brexit?
Today's Big Question Keir Starmer's revised deal could end up a 'messy' compromise that 'fails to satisfy anyone'
By The Week UK Published
-
Penny-pinching: Elon Musk looks at the cent to cut costs
In the Spotlight Musk's DOGE claims that millions can be saved if production on pennies is slashed
By Justin Klawans, The Week US Published