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Category Archives: Gambling
The Good, Bad, and Ugly of 2025 Gambling Tax Law Changes
With Christmas just two days away and Congress now on recess, we can look back at 2025 and accurately view the changes in tax law towards gambling. There was some good, some bad, and one very ugly change. The Good: The … Continue reading
Posted in Gambling, Illinois, Pennsylvania
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IRS Interprets One Big Beautiful Bill to Increase W-2G Threshold to $2,000
As I reported back in July, §70433(d) of the Tax Code was changed by the One Big Beautiful Bill (OBBB): (d) APPLICATION TO BACKUP WITHHOLDING.—Section 3406(b)(6) is amended— (1) by striking ‘‘$600’’ in subparagraph (A) and inserting ‘‘the dollar amount … Continue reading
Kalshi Preliminary Injunction in Nevada Dissolved; Kalshi Likely Soon Gone from State
This morning, a judge here in Nevada dissolved Kalshi’s preliminary injunction against the Nevada Gaming Control Board. That injunction (now gone) prohibited Nevada from stopping Kalshi’s sports betting–excuse me–sports contracts from being offered in the state. While I expect Kalshi to … Continue reading
Posted in Gambling, Nevada
Tagged Prediction.Markets
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Are Prediction Markets Sports Betting Products Doomed in the Long-Term?
Prediction markets are another new phenomenon. Kalshi, PolyMarket, and others offer predictions on things like, “Will the Epstein Files be released by the end of 2025?” They also offer sports predictions which I believe are clearly sports betting by any … Continue reading
Posted in Gambling
Tagged Prediction.Markets
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The Real Winners of the 2025 World Series of Poker: Zero Is the Best Number
This year’s main event of the World Series of Poker (WSOP) attracted 9,735 entrants each of whom paid $10,000 attempting to become the World Champion. This wasn’t a record (last year’s field had 10,112), but it was still the third … Continue reading
Did the W-2G Threshold for Slots Get Increased in the One Big Beautiful Bill?
I’ve seen reports online that the threshold for issuance of W-2Gs was increased in the One Big Beautiful Bill (OBBB) to $2,000 from $600. Is that true? First, the threshold for issuance of many 1099s was increased by the OBBB to $2,000 … Continue reading
Posted in Gambling, Legislation
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Senate Version of Big, Beautiful Bill Is Bigly Ugly Towards Gambling
The extension to the Tax Cuts and Jobs Act (TCJA) is now in the Senate as the “Big, Beautiful Bill.” The Senate version will likely receive a final vote today (and pass); however, it is quite different in certain areas … Continue reading
WSOP and Taxes: 2025 Update
The 2025 World Series of Poker (WSOP) begins later today here in Las Vegas at the Paris and Horseshoe hotels (the hotels are linked). There are also several other tournament series that have either begun or will soon begin at … Continue reading
Posted in Gambling
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If You’re Asking for Bail, Don’t Hide Your Cryptocurrency Accounts
The saga of poker playing Supreme Court litigator (and, for the attorneys who read this, SCOTUSblog founder) Tom Goldstein continues. Mr. Goldstein was arrested late yesterday, and will be spending his time (at least for a while) at ClubFed while … Continue reading
Posted in Gambling, Tax Fraud
Tagged Tom.Goldstein
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