High-Stakes Poker Player and Supreme Court Lawyer Tom Goldstein Guilty of Tax Fraud

Thomas Goldstein, the Supreme Court lawyer and popular legal blogger, is facing possible decades in jail for tax evasion related to high-stakes poker games where we won and loss tens-of-millions of dollars. A jury found Goldstein guilty of 12 of 16 counts after a six-week trial in the US District Court for the District of […]

Feb 26, 2026 - 17:30
High-Stakes Poker Player and Supreme Court Lawyer Tom Goldstein Guilty of Tax Fraud

Thomas Goldstein, the Supreme Court lawyer and popular legal blogger, is facing possible decades in jail for tax evasion related to high-stakes poker games where we won and loss tens-of-millions of dollars.

Tom Goldstein
Tom Goldstein played heads-up for tens-of-millions. Now he faces jail time.

A jury found Goldstein guilty of 12 of 16 counts after a six-week trial in the US District Court for the District of Maryland.

It took them two days to convict him 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.

The jury heard testimony from poker pro and coach Andrew Robl, actor and high-stakes poker player Tobie McGuire, who retained Goldstein to help him recover a massive poker debt from billionaire baker Andy Beal, American billionaire Alec Gores, who testified he lost $26.4 million against the lawyer in 2016, and D-lister Rick Solomon, who won about $5 million from Goldstein.

Goldstein ran a firm that specialized in cases that found their way in front of the Supreme Court. He also owned and wrote for the SCOTUSblog, a popular portal to Supreme Court news.

Described as the “smartest man in the room” by prosecuting attorneys, the case exposed Goldstein as a party animal with a taste for expensive and fast cars, beautiful women with price tags attached, living it up with celebrities, and high-stakes poker.

Goldstein told a New York Times Magazine reporter that he’s won more than $88 million in heads-up matches, clearing $12 million, as 75% went to his coaches and backers.

Of that, $51 million came against heads-up matches with Beal, who stars in the non-fiction book “The Professor, the Banker, and the Suicide King: Inside the Richest Poker Game of All Time.”

In it, Michael Craig tells about a series of matches Beal played against a group of poker players who pooled their money in order to play stakes high enough for Beal’s liking. The group, called “The Corporation,” included Todd Brunson, Jennifer Harman, Gus Hansen, David Grey, Ted Forrest and Phil Ivey.

After losing $15 million to them, Beal supposedly quit poker. That obviously wasn’t this case. In the New York Times Magazine piece, Goldstein said brought four women to Beal, who he called a “inveterate womanizer,” to help get him back on the poker hook.

Despite crushing Beal, he’s said he was down more than $10 million in card games because he doesn’t have the discipline or patience to win playing in a ring game against multiple people. From the article:

“Playing ring poker against a bunch of people requires enormous discipline, enormous patience, and those are just not things in poker that I have. If you’re playing against eight people, just mathematically, the odds that somebody has a hand that’s better than yours are quite high. If you’re playing against one person, you don’t have to be nearly as patient. What’s rewarded is being very aggressive. So heads-up, in essence, is built for me.”

Robl, who testified he backed Goldstein in heads-up matches, said he wouldn’t back him in ring games because he wasn’t good enough.

The loan application charge is the most severe in terms of sentencing: 30 years for each charge. He’ll most likely spend some time in jail, but it probably won’t be for as long as the guidelines suggest when he is sentenced later this year.