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Supreme Court Litigator Sentenced for Tax Evasion and Mortgage Fraud

In a significant legal development, a well-known Supreme Court attorney received a six-year prison sentence on Friday, following convictions for tax evasion and mortgage fraud. The high-profile case, involving Thomas Goldstein, drew attention due to its connections with high-stakes poker and a surprise testimony from a famous actor.

Goldstein, notable for his role in co-founding the popular SCOTUSblog and for arguing over 40 cases before the Supreme Court, was convicted by a jury on 12 out of 16 counts, including eight felonies. The case was tried over six weeks in Greenbelt, Maryland, culminating in findings of tax evasion, false tax returns, failure to pay taxes, and mortgage fraud.

U.S. District Judge Lydia Kay Griggsby, overseeing the case, sentenced Goldstein, 56, to five years of supervised release in addition to the prison term. Additionally, Goldstein must pay more than $3.1 million in restitution. The U.S. Attorney’s Office in Maryland confirmed these details.

Goldstein’s secretive lifestyle as a poker enthusiast emerged as a focal point during the trial. The case took an unexpected turn with testimony by “Spider-Man” star Tobey Maguire, who shared insights into Goldstein’s involvement in recovering a gambling debt.

According to prosecutors, Goldstein hid over $25 million in income from 2016 to 2023, resulting in unpaid taxes exceeding $9.5 million. They described his actions as driven by “pure, unrelenting greed,” accusing him of using offshore accounts to funnel gambling income and misleading lenders. The prosecution recommended a sentence exceeding eight years.

Goldstein’s defense team argued for leniency, citing his addiction to gambling and the potential to repay debts if not incarcerated. They contended that his actions, while self-destructive, did not constitute illegal conduct.

Despite his defenses, the evidence presented suggested that Goldstein misled various parties, including IRS agents and mortgage lenders. His indictment detailed the omission of a $15 million gambling debt on mortgage applications made in 2021.

Throughout the trial, Goldstein maintained that he instructed his firm’s staff to adhere to legal standards, as reflected in a 2014 email stating, “we always play completely by the rules.” However, prosecutors emphasized his disregard for the tax system and the expectation of integrity from high-ranking legal professionals.