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“Dozens” of investors placed well-timed and hugely lucrative bets or trades which have raised questions over whether they could be linked to leaks from within the Trump administration, The i Paper understands.

A slew of market wagers placed hours or minutes ahead of important announcements by the US President has provoked growing speculation that leaked information is reaching traders, who are then reaping handsome profits by acting upon it.

The suspicious activity, which centres around seven events ranging from the toppling of Venezuelan president Nicolás Maduro to the Iran war, is taking place on traditional financial markets and booming online prediction platforms such as Polymarket, which allow gambling on political events.

Shorts

It emerged this week that a US watchdog – the Commodity Futures Trading Commission (CFTC) – is investigating a series of oil trades, reportedly worth as much as $1.6bn (£1.2bn), placed in recent weeks shortly before Donald Trump announced two important developments in the Iran war.

Financial sources told The i Paper that since the start of the Iran campaign “dozens” of individuals or entities have placed conspicuously well-timed bets which have preceded shifts in White House policy in the Middle East.

Unerringly accurate trades

Analysts have said the unerring accuracy of these trades, bears the hallmark of illegal insider trading. It is a criminal offence in America for anyone, including government officials, to use privileged information to gain an advantage on the financial markets.

According to one analysis, oil futures – in effect a gamble on whether the price of oil will fall or rise – worth $950m (£700m) were bought on 7 April less than three hours before Trump resiled from his threat to “destroy a whole civilisation” and announced a ten-day ceasefire with Iran.

Similarly, oil bets worth $580m (£430m) were placed on 23 March just 15 minutes before the US leader posted on his Truth Social platform that Washington was talking to Tehran about a “COMPLETE AND TOTAL RESOLUTION TO HOSTILITIES”.

In both cases, the President’s announcements caused sharp falls in the oil price of up to 25 per cent, allowing traders who had “shorted” the market by betting on a drop to make large profits. One single trade placed on 23 March is understood to have made a profit of $20m (£14.8m).

Others point out, however, that well-timed market bets do not necessarily indicate illegality, with some investors having become skilled at predicting presidential interventions and others learning to follow the moves of traders with successful track records.

Two senior brokers in the UK and US with knowledge of some of the trades said the transactions were being made by more than a handful of market participants.

One told The i Paper: “We are talking about dozens of traders making transactions which fit timeframes of being made minutes before an announcement by Trump.”

Separate CFTC trading data suggests that since the start of the Iran war, daily volumes of trades in Brent crude oil have doubled from 300,000 per day and have at times reached one million.

Prediction market predicted to hit $325bn

The trend in uncannily precise wagers is even more stark on prediction market platforms such as Polymarket and its rival Kalshi. Both companies are part of a wider boom in online betting on a multitude of non-traditional sectors – from the weather to politics – which last year grew four-fold to $44bn (£32.6bn) in trading volume and is expected to this year exceed $325bn (£240.8bn).

On 28 February, six accounts set up on Polymarket that month collected $1.2m between them after correctly betting on US strikes on Iran by that date. One account won $553,000 by also predicting the death of the Iranian supreme leader, Ayatollah Ali Khamenei.

Seven events raising insider trading suspicions

9 April, 2025 – Trump announced a 90-day pause in his planned tariffs on goods from around the globe. He made the announcement at 6.18pm (BST). Eighteen minutes earlier, traders began betting on the stock market going up and by 6.19pm the US’s S&P 500 index had soared by 9.5 per cent.

3 January, 2026 – Venezuela’s then-president, Nicolás Maduro, was seized in an overnight military operation by US Special Forces. Days earlier, one user on Polymarket placed a $32,500 bet on Maduro being out of office by the end of January. They made $436,000 after his capture.

27 February, 2026 – Around 150 accounts on Polymarket placed bets that the US would strike Iran the following day. On 28 February, the US and Israel began air strikes on Iran. Analysis by The New York Times estimated the bets made $855,000 in total.

27 February, 2026 – A single Polymarket account made some $553,000 by betting on the death of Ayatollah Khamenei, in the first night of the US-Israeli strikes.

9 March, 2026 – Trading in oil futures spikes at 6.29pm (GMT). At 7.18pm CBS New broadcasts an interview with Trump in which he declares the war with Iran to be “pretty much complete”. At 7.18pm the markets react with a 25 per cent drop in the price of oil

23 March, 2026 – Trump posted on Truth Social at 11.04am (GMT) the US had “productive conversations” with Iran about a “total resolution” of hostilities. From 10.48, oil trades had begun to spike with a total of $580m laid in market wagers. A minute after the post by Trump the price of Brent crude oil had dropped by 11 per cent.

7 April, 2026 – Traders placed large, unusual bets totalling $950m on the price of oil falling, according to Reuters, just hours ahead of the announcement of a US-Iran ceasefire. On Polymarket, 50 accounts placed similar wagers.

On Friday, the US authorities announced the arrest of a US Special Forces soldier, Gannon Ken Van Dyke, who is accused of placing bets on the removal of Maduro on 3 January after creating a Polymarket account last December. The soldier, who was involved in the operation to detain the Venezuelan leader, won $409,000 from allegedly illegal bets based on his knowledge of the swoop by US forces. It is not clear if Van Dyke is the same Polymarket user previously reported to have won $436,000 with similar bets.

Both Kalshi and Polymarket have insisted they do not tolerate insider or informed trading. Polymarket said earlier this month that it prohibits any bets based on “stolen confidential information” and individuals who “hold a position of authority or influence” from placing relevant wagers.

Donald Trump Jr, the President’s son, is an adviser to Kalshi and Polymarket, which conducts the vast majority of its business on a platform hosted outside the US. However, there is no evidence suggesting the US leader or any of his family have benefited from any of these transactions.

‘It cannot be a coincidence’

Professor Richard Portes, a leading economist at the London Business School, said that while there is as yet no direct evidence of insider trading, there is a growing dossier to suggest the choreography of lucrative trade or bets made shortly before market-moving announcements from within the US government is more than coincidence.

He said: “You just don’t see market moves like that immediately before a major item of information is publicly released without having to conclude that somebody knew.”

Per Friberg, senior financial crime surveillance officer at Trapets, a company which provides expertise on detecting anomalies in markets, said recent events are “clearly suspicious”.

A betting page on the potential fall of the Iranian regime by June 30 appears on the Polymarket platform on a smartphone in Creteil, France, on March 9, 2026, during a massive insider trading scandal involving bets on the recent military strikes in Iran. (Photo by Samuel Boivin/NurPhoto via Getty Images)
A betting page on the potential fall of the Iranian regime on the Polymarket platform (Photo: Samuel Boivin/Getty)

He said: “The pattern looks more like potential informed trading than random coincidence. From a surveillance perspective, the red flags are the same: concentrated positioning, timely trades, and immediate profitability after a material announcement.”

On 24 March, the White House sent an email to all staff warning them not to use insider information to place bets on prediction markets. It has also firmly denied any wrongdoing by administration officials.

‘If one trade looks suspicious, it does not mean others are’

Experts point out, however, that when it comes to American law enforcement at least, proving offences of insider trading has been challenging. The use of privileged information for financial gain by US government officials was made illegal in 2012, but to date there has not been a single prosecution.

Several people involved with enforcement against market abuse underlined that even when a trader is identified, proving that transactions were based on non-public information is notoriously difficult.

One source said: “There is a level of automation and sophistication in trading now which means that one market mover can be followed instantaneously by others. Even if one trade looks suspicious, it does not mean others are and differentiating one from the other can be extremely difficult.”

Joshua Mitts, a law professor at Columbia University, who last month published a study which identified “anomalous characteristics” in prediction market trades which netted around $134m, said: “Given the difficulties involved in prosecuting this activity, it is unlikely to be punished or deterred in the short term.”

Indeed, there is a growing realisation that a world of cryptocurrencies, blockchains and under-regulated markets has rapidly expanded the ability to profit from privileged information with minimal risk of discovery.

As Friberg put it: “The underlying misconduct is not new. What is new is the range of products to trade. The regulatory framework has not kept pace with the reality of prediction markets, which creates an opportunity for abuse.”



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