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Questions are raised about some trades made ahead of Trump's policy changes

Experts have questioned whether some of Donald Trump's most important policy decisions were preceded by timely bets.

This is a list.

March 23, 2026: 'IRAN ATTACK pause. An unidentified trader bet $500,000,000 on Brent and WTI futures within a minute, shortly before Trump announced a delay of five days to the attacks on Iran’s?energy Infrastructure. After this announcement, oil prices dropped 15%, according to exchange data and calculations.

LSEG data indicates that between 1049 and 10:00 GMT, 5,100 lots were traded. Selling dominated the volume. In 60 seconds after Trump's 1105 GMT social media announcement, more than 13,000 lots, or 13 million barrels, traded. Brent fell to $99 from $112 per barrel and WTI to $86 from $99.

IRAN STRIKES WHICH KILLED SUPREME ALI KHAMENEI February 28, 2026 – Wagers made on platforms such as Polymarket prior to the death of Iranian Supreme leader Ayatollah Alikhamenei heightened scrutiny on prediction markets. Democratic lawmakers called for a prohibition on?bets linked to military action that could reward people with privileged knowledge. Kalshi faces a lawsuit because it failed to pay $54million to bettors who predicted Khamenei's departure from office before March 1. The company claims that it doesn't offer markets where the outcome is determined by death.

A review of Polymarket’s website revealed that at the time, $529 million had been wagered on contracts relating to the timing of U.S. and Israeli strikes against Iran. Another $150 million was bet on Khamenei being removed as supreme ruler. Trading yes-or no contracts allows users to wager on real-world events.

Bubblemaps, an analytics firm, identified six accounts that had made $1.2 million in profit on Polymarket bets funded just hours before the raids of February 28. Mike Levin, a Californian U.S. Representative, highlighted a specific Polymarket bet made shortly before the Iran attacks.

Separately traders moved the opposite way on February 27. Despite hotter than expected inflation data, which would normally prompt investors to sell Treasuries with a long maturity, they pushed yields on the 10-year benchmark note below 4%. Analysts say that such a shift to safe-haven assets is usually driven by macroeconomic events which are negative or where there is a strong expectation of one.

The Dow Jones U.S. Airlines Index fell 5.13% that day, as oil prices increased.

January 3, 2026 -- U.S. CAPTURE OF FORMER VENEZUELAN PRESIDENT NICOLASMADURO An unknown trader made a profit of approximately $410,000 by betting on the ouster?of Venezuelan president Nicolas Maduro.

Before the weekend raid by U.S. Special Forces on Maduro’s Caracas compound, the trader’s account at Polymarket had built up contracts that were tied to Maduro’s removal. The terms implied high odds. These wagers were worth $34,000 before his capture. However, their value soared after the news broke of the U.S. military raid on Maduro's compound in Caracas.

Trading data shows that unidentified traders bet millions of dollars in the minutes leading up to Trump's announcement about tariff pause. This led to a huge rally in April, last year. Trump's Truth Social message pausing tariffs was posted at 1:18 pm. ET on April 9 triggered a 9.5% increase for the S&P 500. Data from the market shows that certain option contracts have seen a surge in trading activity before it. Around 1 p.m., 5,105 call options for SPY were traded. The average price was $4.20.

These calls rose to as much as $42 when stocks were rallying, turning $2.14 into approximately $21.44 on paper.

Other SPY calls that bet on the ETF going above $509 were traded around 1:10 p.m. Their value increased from $624,000 to $10 million at the end of the day.

The trader could not tell if the calls had been bought or sold by a single trader, or if they were purchased and sold by several traders.

Kush Desai, White House spokesperson, said that government ethics guidelines prohibit federal employees from profiting from nonpublic information. In an email, he stated that any implication of Administration officials engaging in such activities without evidence was baseless and irresponsible.

(source: Reuters)