Supreme Court litigator convicted of tax evasion over income from high-stakes poker

WASHINGTON (AP) — A prominent Supreme Court litigator who also published a popular blog about the nation’s highest court was convicted Wednesday of tax evasion and related charges stemming from his secretive lifestyle as an ultra-high-stakes poker player.

A federal jury found six-week trial in Greenbelt, Maryland. Jurors deliberated for approximately two days before convicting Goldstein of one count of tax evasion, four of eight counts of aiding and assisting in the preparation of false tax returns, four counts of willful failure to timely pay taxes, and three counts of false statements on loan applications.

Goldstein was charged with failing to pay taxes on millions of dollars in gambling income. Justice Department prosecutors also accused him of diverting money from his law firm to pay gambling debts and falsely deducting gambling debts as business expenses.

Goldstein argued more than 40 cases before the Supreme Court before retiring in 2023. He was part of the legal team that represented Democrat Al Gore in the Supreme Court litigation over the 2000 election ultimately won by Republican President George W. Bush.

Goldstein’s indictment a year ago sent shockwaves through the legal community in Washington, D.C. Many friends and colleagues didn’t know the extent of his gambling.

“He lied to everyone around him,” Justice Department prosecutor Sean Beaty said during the trial’s closing arguments.

Defense attorney Jonathan Kravis said the government rushed to judgment and failed to adequately investigate the case. Goldstein made “innocent mistakes” on his tax returns but didn’t cheat on his taxes or knowingly make false statements on his tax returns, Kravis told jurors.

“A mistake is not a crime,” he said.

Beaty described Goldstein as a “willful tax cheat.” Goldstein raked in approximately $50 million in poker winnings in 2016, including roughly $22 million that he won playing in Asia, according to Beaty. The prosecutor said the tax evasion scheme “fell apart” when another gambler, feeling cheated by Goldstein, notified the IRS about a 2016 debt owed to the attorney.

“It was a textbook tax-evasion scheme,” Beaty said. “And Mr. Goldstein executed that nearly flawlessly.”

The trial, which started Jan. 12, included testimony by “Spider-Man” star Tobey Maguire, an avid poker player who enlisted Goldstein’s help in recovering a gambling debt from a billionaire.

Goldstein, who testified in his own defense, denied any wrongdoing. He has said he repeatedly instructed his law firm’s staff and accountants to correctly characterize his personal expenses. In a 2014 email, he told a firm employee that “we always play completely by the rules.”

Goldstein also was accused of lying to IRS agents and hiding his gambling debts from his accountants, employees and mortgage lenders. He omitted a $15 million gambling debt from mortgage loan applications while looking for a new home in Washington, D.C., with his wife in 2021, his indictment alleges.

“He was thinking only of his wife when he left off the gambling debts,” Kravis said.