Finn's Take· TL;DRA U.S. Army soldier charged with making winning Polymarket predictions based on classified information about the raid to capture then-Venezuelan President Nicolás Maduro has asked a judge to throw out the case, arguing the alleged bets aren't a crime. The move sets up what could become one of the most consequential legal battles in the short history of prediction markets — and raises a question that no American court has ever had to answer: can placing an online wager with insider knowledge actually be prosecuted as fraud?
Lawyers for Gannon Ken Van Dyke, a special forces soldier who prosecutors said was involved in the planning and execution of the raid, called the prosecution "overzealous" and said the government's case was based on untested legal theories. In a filing, Van Dyke's attorneys submitted a 51-page memorandum supporting the motion to dismiss, arguing among other things that the Commodity Exchange Act is ambiguous in how it treats event contracts as "swaps," which is relevant to three of the charges.
In what is believed to be the first case of insider trading on a prediction market, prosecutors alleged that Van Dyke used inside knowledge to place 13 bets on the outcome of the Maduro operation, opening a Polymarket account the day after Christmas and beginning to place bets on December 27 through the evening of January 2 — hours before soldiers entered Venezuelan airspace for the pre-dawn operation.
Prosecutors allege Van Dyke was involved in the planning and execution of the unprecedented military action in the early hours of January 3, when U.S. soldiers extracted Maduro and his wife from the presidential palace in Caracas under heavy gunfire. The CFTC alleges Van Dyke wagered approximately $33,000 across multiple positions and collected more than $400,000 in returns, representing a profit margin of roughly 1,100 percent. Van Dyke allegedly transferred the windfall to a foreign cryptocurrency vault before moving it into a newly created online brokerage account.
Polymarket, one of the largest prediction markets, flagged the suspicious activity and turned it over to the government, according to CEO Shayne Coplan. U.S. Attorney Jay Clayton characterized Van Dyke's alleged actions as "clear insider trading."
In a pre-motion conference letter, Van Dyke's attorneys urged the court to dismiss the CFTC case on the basis that the Polymarket contracts were simply geopolitical wagers on whether Maduro would be removed from power rather than federally regulated financial instruments. The defense notes that no case like this has ever been brought before, and because of that, they argue Van Dyke had no fair warning that his actions could break the law.
The defense cites the rule of lenity — a legal principle that asks the court to rule in the defendant's favor if the law is unclear. Van Dyke's lawyers also challenge a specific CFTC rule that bans deceptive conduct connected to swaps, arguing the CFTC went beyond its power when it created the rule.
The case is the first time federal prosecutors have charged anyone in connection with bets placed on a prediction market — the popular space where people bet "yes" or "no" on outcomes including sports games and geopolitical events. It would be the first U.S. prosecution of insider trading on a prediction market to go to trial. How the court rules on the motion to dismiss could determine whether prediction markets are treated like financial exchanges — with all the legal exposure that entails — or remain in a regulatory gray zone.
The criminal trial of Master Sgt. Van Dyke is tentatively scheduled for December 7. Defense attorney Mark Geragos has argued in court that the prosecution would be derailed by the classified information at the center of the case, contending that to convict Van Dyke, prosecutors would need to prove "who was in the Situation Room at that time and who made the decision" to capture Maduro. With billions of dollars now flowing through prediction markets worldwide, the outcome of this case may define the rules of the game for everyone playing them.