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Supreme Court litigator gets 6 years in prison for tax evasion case after gambling millions on poker
AP ^ | 07/24/2026 | MICHAEL KUNZELMAN

Posted on 07/26/2026 8:42:24 AM PDT by DFG

A prominent Supreme Court litigator was sentenced on Friday to six years in prison for evading a multimillion-dollar IRS tax debt and engaging in mortgage fraud, a case that cast a spotlight on his secretive lifestyle as a high-stakes poker player and featured trial testimony from a Hollywood movie star.

Thomas Goldstein, who also published a popular blog about the nation’s highest court, had asked U.S. District Judge Lydia Kay Griggsby to spare him from a prison sentence. Instead, the judge sentenced Goldstein to five years of supervised release after his prison term and ordered him to pay over $3.1 million in restitution, according to a spokesperson for the U.S. Attorney’s Office in Maryland.

Goldstein, 56, of Chevy Chase, Maryland, co-founded SCOTUSblog and argued over 40 cases before the Supreme Court before retiring in 2023 at age 52. He was a member of Democrat Al Gore’s legal team in the Supreme Court litigation over the 2000 election ultimately won by Republican President George W. Bush.

Many friends and colleagues didn’t know the extent of Goldstein’s gambling until his January 2025 indictment, which sent shock waves through the legal community in Washington, D.C.

A jury found Goldstein guilty of 12 of 16 counts, including eight felonies, after a six-week trial that ended in February. Jurors convicted him of one count of tax evasion, four counts of aiding and assisting in the preparation of false tax returns, four counts of willfully failing to pay taxes and three counts of mortgage fraud.

The trial in Greenbelt, Maryland, 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.

(Excerpt) Read more at apnews.com ...


TOPICS: Crime/Corruption
KEYWORDS: goldstein; griggsby; maryland; scotus

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"Tom Goldstein, who writes SCOTUSblog.com, poses for a photograph in front of the Supreme Court, Oct. 31, 2013, in Washington."

1 posted on 07/26/2026 8:42:24 AM PDT by DFG
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To: DFG

$3.1 million? Here, let me write you a check..........


2 posted on 07/26/2026 8:44:58 AM PDT by rktman (Patriotism not 'hateriotism' !. Enlisted USN 1967 proudly. 🇺🇸)
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To: rktman

He and Amy Howe (his wife) created a great website for Supreme Court information. He then gambled away his money, other people’s money, and his reputation.


3 posted on 07/26/2026 8:48:35 AM PDT by CFW
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To: CFW

Will their website remain up I wonder.


4 posted on 07/26/2026 8:51:12 AM PDT by rktman (Patriotism not 'hateriotism' !. Enlisted USN 1967 proudly. 🇺🇸)
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To: rktman

The wife will take it over.


5 posted on 07/26/2026 8:58:33 AM PDT by maro (MAGA!)
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To: DFG

“Goldstein was charged in January 2025 with concealing earnings and losses from poker games in the United States and abroad with stakes reaching millions of dollars.”

weird set of crimes: if he won millions and didn’t pay taxes, then why did he have to resort to mortgage fraud and other financial crimes that would normally be associated with gambling losses?


6 posted on 07/26/2026 8:59:05 AM PDT by catnipman ((A Vote For The Lesser Of Two Evils Still Counts As A Vote For Evil))
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To: DFG

Tom Goldstein looks arrogant in that image.


7 posted on 07/26/2026 9:00:52 AM PDT by marktwain (----------------------)
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To: catnipman

weird set of crimes: if he won millions and didn’t pay taxes, then why did he have to resort to mortgage fraud and other financial crimes that would normally be associated with gambling losses?


Because he spent and lost more than he gained?


8 posted on 07/26/2026 9:01:52 AM PDT by marktwain (----------------------)
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To: maro

The website or the gambling? LOL!


9 posted on 07/26/2026 9:05:19 AM PDT by rktman (Patriotism not 'hateriotism' !. Enlisted USN 1967 proudly. 🇺🇸)
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To: DFG

When I heard that a Hollywood star testified in a gambling trial, my thoughts went to either Tobey Maguire or Ben Affleck.


10 posted on 07/26/2026 9:11:38 AM PDT by Jonty30 (When I go to the kitchen to find food, I get disappointed because all I find are ingredients.)
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To: catnipman

Big gamblers are often big spenders.

It’s all about the dopamine.


11 posted on 07/26/2026 9:12:29 AM PDT by Jonty30 (When I go to the kitchen to find food, I get disappointed because all I find are ingredients.)
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To: rktman

All kidding aside, this is a sad story. Gambling in some ways is worse than a substance addition. I wish high school health classes would teach kids about addictions and mental health issues.


12 posted on 07/26/2026 9:44:04 AM PDT by maro (MAGA!)
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To: maro

True. I’m off cigs cold turkey for 8 years now. Mrs rktman for 11. Very glad. NOT a good addiction. But, I do play guitar. 😂👍🎸


13 posted on 07/26/2026 9:47:33 AM PDT by rktman (Patriotism not 'hateriotism' !. Enlisted USN 1967 proudly. 🇺🇸)
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To: DFG

A prominent Supreme Court litigator was sentenced on Friday to six years in prison for evading a multimillion-dollar IRS tax debt


Two words, two words in the English language.....”I Forgot!”


14 posted on 07/26/2026 9:49:24 AM PDT by dfwgator ("I am Charlie Kirk!")
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To: rktman

Will their website remain up I wonder.


Yes. I believe they sold it a few months ago.


15 posted on 07/26/2026 9:53:41 AM PDT by CFW
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To: DFG

Perhaps I’m not reading closely enough, but ScotusBlog seems to generally tell the truth about USSC activities as opposed to simply pushing left-wing propaganda.

Unless he actually IS a rabid partisan Democrat, which is entirely possible, then in no way is Goldstein going to face a “jury of his peers” in Greenbelt, Maryland.

I lived in Greenbelt in the 80s and early 90s when it was somewhat yuppie-filled with low-to-mid level GS employees such as myself, though it was still too close to bad areas to be totally comfortable there.

It went ghetto in the 1990s faster than you can blink as the monkeys overwhelmed what was left of decent areas in PG County, and it’s infinitely worse there today. It’s probable that the jurors there can’t even spell their own names, or recite the alphabet without cue cards.


16 posted on 07/26/2026 9:58:08 AM PDT by PermaRag (Facts, context, and more facts)
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To: DFG

Couldn’t happen to a nicer fellow. I am grinning here.


17 posted on 07/26/2026 10:03:02 AM PDT by lastchance (Cognovit Dominus qui sunt eius.)
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To: catnipman

I am fairly confident that he will be seeking a pardon from Trump.


18 posted on 07/26/2026 10:03:54 AM PDT by lastchance (Cognovit Dominus qui sunt eius.)
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To: marktwain

“Because he spent and lost more than he gained?”

except that gambling losses are deductible against winnings so there should be no taxes owed if he was a loser ...


19 posted on 07/26/2026 10:18:04 AM PDT by catnipman ((A Vote For The Lesser Of Two Evils Still Counts As A Vote For Evil))
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To: marktwain

If he lost more than he won, he wouldn’t owe the taxes on the gambling.


20 posted on 07/26/2026 10:21:09 AM PDT by Dr. Sivana ("Whatsoever he shall say to you, do ye." (John 2:5))
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