Category Archives: Gambling

The Prediction Market Debate (CFTC vs States) Is Likely to be Settled Sooner Rather than Later

On one side, there’s Kalshi, Polymarket, and all other companies offering prediction market sports wagers–err, sports predictions–allied with the Commodities Futures Trading Commission (CFTC).  On the other side, there are state regulators (and even a local regulator) who say that … Continue reading

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The Real Winners of the World Series of Poker 2026

Thousands of poker players (9,208 to be exact) came to Las Vegas over the Fourth of July weekend to enter the main event of the World Series of Poker (WSOP) all looking for the $10 million first prize. But that … Continue reading

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Goldstein Gets Six Years at ClubFed

The saga of former Supreme Court litigator Tom Goldstein concluded on Friday in Greenbelt, Maryland.  Mr. Goldstein was sentenced to six years at ClubFed and must make restitution of $3,103,427.  His bond was revoked at sentencing, and he was taken … Continue reading

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Online Gambling and Cryptocurrency Mailing Addresses for 2026

If you have one or more foreign financial accounts and you have $10,000 aggregate in those account(s) at any time during 2024, you must file the Report of Foreign Bank and Financial Accounts (the “FBAR”). This is Form 114 from … Continue reading

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Can a Gambling Session Last a Year?

The One Big Beautiful Bill (OBBB) added both good and bad for gamblers in the Tax Code. One item that’s bad is that gambling losses are limited to 90% of the gambling losses incurred.  Professor Bryan Camp (a professor of … Continue reading

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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

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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

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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

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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

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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

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