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Trump teleprompter aide made $100,000 betting on what Trump would say, reports say

16 July 2026 at 19:55

Kalshi is a high-tech prediction market that allows people to "forecast the future" (their term). It is about contracts and information, the company says, making its offerings more like a soybean futures contract than a round of blackjack or a pull on the one-armed bandit.

Still, prediction markets look a lot like betting if you squint, which is why states like New York have tried to regulate them under gambling laws. To head this off, Kalshi has sought federal protection under the Commodity Futures Trading Commission (CFTC). Yes, this means regulation for Kalshi, but it also means the CFTC will sue states like Kentucky, Minnesota, Illinois, and Rhode Island, trying to pre-empt their laws in favor of a single national standard that the CFTC controls.

While this battle plays out, government insiders continue to generate insider trading stories after using their work knowledge to place bets "forecast the future" and make huge sums of money. The classic example, of course, was Gannon Ken Van Dyke, a US soldier who participated in planning the capture of Venezuela's Nicolas Maduro and then made $410,000 from that knowledge on the prediction site Polymarket. Van Dyke was arrested in April.

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Kalshi sues Illinois over new tax on prediction market sports bets

29 June 2026 at 17:48

A fight between states and the federal government over who should regulate sports betting is heating up, as states accuse prediction markets like Kalshi of taking the exact same sports bets as gambling platforms without paying taxes or adhering to stricter controls.

Last Tuesday, Kalshi sued Illinois Attorney General Kwame Raoul, Governor J.B. Pritzker, and other officials after the state classified Kalshi and other prediction markets as unlicensed sports wagering operators.

It’s not the first legal battle between a prediction market and a state, but it is perhaps the most urgent for Kalshi, which is the biggest prediction market for sports bets. Across the board, prediction markets just had their biggest week ever, amid major sporting events like the NBA Finals, the World Cup, and the Stanley Cup.Β If the law stands, Kalshi would owe taxes no other state is charging and could face felony charges if violations are found.

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Β© Bloomberg / Contributor | Bloomberg

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