Donald Trump’s civil fraud trial resumes with ex-CFO Allen Weisselberg on the witness stand

As Donald Trump’s longtime finance chief, Allen Weisselberg helped spare his real estate empire from its last existential threat, staving off insolvency after casino bankruptcies and an airline failure in the 1990s.

Alan Weisselberg, Donald Trump's longtime finance chief, sits inside New York Supreme Court, Tuesday, Oct. 10, 2023, in New York. Weisselberg is expected to testify Tuesday about his role in preparing Trump's annual financial statements, including co

On Tuesday, after a recent jail stint for tax fraud, Weisselberg was again front and center at a key moment for the Trump Organization. Weisselberg took the stand in the civil trial in New York Attorney General Letitia James' fraud lawsuit against the Republican former president and his company.

New York Attorney General Letitia James arrives at New York Supreme Court, Tuesday, Oct. 10, 2023, in New York. Donald Trump’s longtime finance chief is set to testify as the former president’s civil trial enters its second week. (AP Photo/Seth Wenig

Weisselberg, a defendant testifying as a prosecution witness, was expected to testify about his role in preparing Trump’s annual financial statements — including conversations they had while finalizing the documents, which were given to banks, insurers and others to make deals and secure loans.

James' lawsuit alleges that Weisselberg engineered Trump’s financial statements to meet his demands that they show increases in his net worth and signed off on lofty valuations for assets despite appraisals to the contrary. Trump denies any wrongdoing.

Trump, who attended the first three days of the non-jury trial last week in Manhattan, is not expected to return to court to see his former chief financial officer testify. An appeals court rejected Trump’s bid Friday to halt the trial while he fights a pretrial ruling that could strip him of control over Trump Tower and other properties.

Alan Weisselberg, Donald Trump's longtime finance chief, sits inside New York Supreme Court, Tuesday, Oct. 10, 2023, in New York. Weisselberg is expected to testify Tuesday about his role in preparing Trump's annual financial statements, including co

Weisselberg has lain low since leaving a New York City jail six months ago after serving 100 days for dodging taxes on $1.7 million in job perks, including a Manhattan apartment, luxury cars for him and his wife and his grandchildren’s school tuition.

"Over the last number of months, it’s been, I’m sure, well-documented and well-known that I’ve been through quite a bit," Weisselberg testified in a May deposition in the civil case.

Weisselberg, 76, testified that he was having trouble sleeping, started seeing a therapist and was taking a generic form of Valium as he tried to "reacclimate myself back to society."

"It’s been a traumatic and difficult time for myself and my family," Weisselberg told lawyers in the room, including James, according to a deposition transcript made public last month.

"After a long, what I considered a very quiet business — a job that I had over all these years — to be thrown into this situation has had a traumatic impact on my day-to-day life and my family’s life," Weisselberg said.

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Weisselberg has not given interviews or commented publicly since leaving jail.

Trump, in his deposition in April, said of his former lieutenant: "He was with me for a long time. He was liked. He was respected. Now, he’s gone through hell and back. What’s happened to him is very sad."

Jeffrey McConney, the Trump Organization’s longtime controller, testified at the civil trial Friday that Weisselberg asked him to assist him in committing tax fraud on multiple occasions, including changing payroll records to hide perks and giving his wife a check for a no-show job so she could qualify for Social Security benefits.

Those allegations, which were also at the heart of the Trump Organization’s criminal conviction last year, are not part of the civil case. McConney said he helped Weisselberg because he feared being fired if he refused.

From left, Christopher Kise, Clifford Robert, and Alina Habba attorneys representing the Trump Organization, sit in New York Supreme Court, Tuesday, Oct. 10, 2023, in New York. Donald Trump’s longtime finance chief is set to testify as the former pre

In a pretrial ruling last month, Judge Arthur Engoron found that Trump, Weisselberg and other defendants committed years of fraud by exaggerating the value of Trump’s assets and net worth on his financial statements.

As punishment, Engoron ordered that a court-appointed receiver take control of some Trump companies, putting the future of Trump Tower and other marquee properties in doubt. An appeals court on Friday blocked enforcement of that aspect of Engoron’s ruling, at least for now.

The civil trial concerns allegations of conspiracy, insurance fraud and falsifying business records. James is seeking $250 million in penalties and a ban on Trump doing business in New York.

At his May deposition, Weisselberg recalled how Trump would sometimes underline or write a question mark next to values he disagreed with and would quibble about the language the financial statements used to describe his properties.

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"I might say beautiful. He might say magnificent," Weisselberg testified. "I might say it was cute. He would say it’s incredible."

Weisselberg’s association with Trump’s family dated to 1973, when he answered a newspaper ad for a staff accountant for Trump’s real estate-developer father, Fred, who owned New York City apartment buildings. He started working for Donald Trump in 1986. In his final years, he made $1.14 million a year in salary and bonuses.

Weisselberg’s tax fraud case hastened his exit from the company. According to a severance agreement he signed the day before going to jail, Weisselberg is due to be paid $2 million in eight quarterly installments. That sum is close to the amount of back taxes, penalties and interest he was required to pay as part of his plea agreement.

So far, according to a payment schedule included with the agreement, Weisselberg has received $750,000 in severance.