Prediction markets draw scrutiny as 'insiders' cash in on Iran weekend attacks

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After placing some amazingly accurate bets that the United States would strike Iran, six anonymous accounts on Polymarket won almost $1.2 million.

All of this occurred just hours before real bombs began to fall on Tehran and other locations in Iran on February 28.

Bubblemaps, a blockchain analytics company, investigated and located those six accounts. As it happens, the majority of cryptocurrency wallets received funding within the day before the assaults.

When the market asked if the United States will attack Iran by February 28, 2026, these consumers piled up on “Yes” shares.

Suspicious bets on Polymarket and the insider trail

A newly created wallet, dubbed ‘Roeyha2026’ in Lookonchain analysis, was funded just 11 hours before placing a $50,000 ‘Yes’ bet on the U.S. striking Iran by March 1, 2026, yielding nearly $97,000 in profit as the market resolved positively shortly after the strikes

How 6 Polymarket 'insiders' secretly cashed in on Operation Epic Fury

Another grabbed nearly 150,000 shares at 20 cents and made a solid six-figure gain. Interestingly, none of these wallets had done anything else, and they’ve all been drained since.

The total volume on that one contract hit almost $90 million.

Bubblemaps even put out a visual map linking the wallets through similar funding paths and labeled the group as “suspected insiders.”

Why regulators are suddenly paying attention

The latest spark in what is becoming a complete nightmare for prediction markets is the Polymarket frenzy over those U.S.-Iran attacks.

These platforms are now making billions of dollars in transactions annually, but this expansion has sparked a contentious debate about whether they are actually sophisticated online gambling that is breaking the law or clever financial tools.

Currently, there are at least 20 federal lawsuits in motion, primarily targeting Kalshi and Polymarket.

The central issue in all of them is whether these sites count as legit CFTC-regulated exchanges or unlicensed gambling ops that should have to follow state sports-betting laws, including licensing fees, age checks, taxes, etc.

States are not standing idly by: Nevada temporarily blocked Polymarket and others, Massachusetts received a preliminary injunction against Kalshi’s sports contracts from a judge, and states like Connecticut, New York, and Tennessee have added cease-and-desist orders or lawsuits.

State regulators, who claim that these platforms are operating illicit betting operations, and the businesses themselves, who argue that federal law grants them complete autonomy and states cannot intervene, are engaged in a heated battle.

Regular players are also now filing class-action lawsuits, claiming that the ease with which money may be made and the absence of appropriate safeguards are promoting gambling addictions without enough cautions or limitations.

The platforms are facing an increasing amount of moral and user-protection criticism in addition to the legal dispute.

Regulated spots like Kalshi point out that they already ban war-related contracts to avoid exactly these headaches.

Kalshi CEO Tarek Mansour responded directly to Senator Murphy on X: “Senator, regulated prediction markets are not allowed to do war markets. The market you’re posting is unregulated and offshore.”

With trading volumes going parabolic, like when Kalshi alone cleared over $1 billion just on Super Bowl Sunday, the whole thing could end up reshaping whether prediction markets become a mainstream way to “forecast” the future or get reined in as unregulated speculation loopholes.

To stop what he claims are dishonest and unstable prediction markets, Senator Chris Murphy is advancing his own legislation.

The CFTC’s role in protecting jurisdiction, encouraging innovation, and combating unfair practices was highlighted by Chairman Mike Selig. However, unfair tactics in these markets are still unregulated.

The major platforms themselves are divided. Shayne Coplan, Polymarket CEO, told CBS News’ 60 Minutes: “It’s the most accurate thing we have as mankind right now, until someone else creates some sort of a super crystal ball.”

* The content presented above, whether from a third party or not, is considered as general advice only.  This article should not be construed as containing investment advice, investment recommendations, an offer of or solicitation for any transactions in financial instruments.

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