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Polymarket trader making millions on Iran war left easy-to-follow digital trail

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A suspected inside trader on the prediction market platform Polymarket netted $2.14 million in profits by correctly betting on a US military strike on Iran, but experts say they’re not covering their tracks very well.

A single user is behind 38 accounts that collectively achieved a near-100 percent win rate by predicting US military actions that had not been disclosed to the public, a blockchain forensics expert and professional trader verified to The Post.

All of the accounts eventually routed their winnings back to the same deposit address on cryptocurrency exchange Coinbase, according to blockchain analysis — a publicly available ledger that follows crypto from user-to-user while maintaining the user’s anonymity.

Shayne Coplan, CEO and founder of Polymarket US, pauses during a conference. The Trump administration killed a Biden-era investigation into the company’s predication betting market. REUTERS
One user confirmed by a blockchain expert to be using 38 Polymarket accounts to be on US/Iran strikes netted $2.1 million. Getty Images

The suspicious trader was behaving in a shockingly “amateur” way, as if he or she “doesn’t care” if they were discovered, the expert said.

“It’s like they asked their kid to set this up,” the source said after following the digital trail.

Due to a number of well-timed bets on various platforms which have cashed in on unpublished Iran war intel, rumors of military leaks have been abound. But the expert doesn’t think that’s the case.

“I’d say it’s someone outside of government or someone not familiar with the fact that sending to the same address is the biggest red flag possible.

A destroyed building and swimming pool filled with debris in Tehran, Iran following strikes from US and Israeli forces. dpa/picture alliance via Getty Images
A suspected insider Polymarket account is betting on when the US/Israel war against Iran will end–with a million dollars on the line for a ceasefire by March 31. maurice norbert – stock.adobe.com

“If I had to guess, it’s someone not familiar enough with crypto to know that. In my experience, government and military guys know better,” the expert said.

Polymarket’s prediction betting operates offshore from the US and its legal status is complex. A front-facing US operation set to roll out this year has experienced delays.

The service operates as a market — like the US stock exchange — rather than as a traditional gambling operation like a casino. People place money on the future outcome of events, and others place wagers on the opposite outcome. The winner takes the amount staked by those who lose.

The account Flipfloppity had tremendous success betting on the surprise US strike against Venezuelan leader Nicolas Maduro on Jan. 3. The account pocketed $232,000, including a large win on the “Maduro Out” market with an $89,000 bet and $258,000 payout.
Polymarket user NOTHINGEVERFRICKINHAPPENS has gained an $88,895.86 profit in the past month from predictions, including two successful bets on the US striking Iran. The account was opened in February and immediately bet on the strikes.

The Iran wagers from the mystery account began on Feb. 22, when two accounts — one identified by a Bitcoin wallet address and another under the username Flipfloppity — withdrew a combined $176,000 to the same Coinbase deposit address.

That same day 10 additional accounts were created and funded primarily through the financial services app Robinhood or Coinbase transfers.

Between Feb. 22 and 27, these accounts bet “no” on a US strike on Iran; on Feb. 28 — the day of the first reported strike — they switched to “yes.”

A second wave of 22 accounts was opened on Feb. 24, followed by four more through Feb. 27, each exhibiting identical betting patterns of six to 11 consecutive winning wagers on military outcomes.

That same account is now betting on a US/Iran ceasefire by either March 31 or April 15, raising eyebrows.

The account Flipfloppity also had tremendous success betting on the surprise US strike against Venezuelan leader Nicolas Maduro on Jan. 3.

The account pocketed $232,000, including a large win on the “Maduro Out” market with an $89,000 bet and $258,000 payout and a related “US x Venezuela military engagement by January 15” wager — a $9,000 bet with a $54,000 payout.

Neither military operation was reported or known about outside of national defense circles beforehand and neither Polymarket nor the US Department of War responded to The Post’s requests for comment.

Captured Venezuelan President Nicolas Maduro with DEA and police officers on Jan 3. The surprise attack made one Polymarket user a lot of money. REUTERS
Massive trades involving $1.5 billion in S&P 500 futures and up to $800 million in oil were placed 15 minutes before Trump’s announcement regarding Iranian energy facilities, resulting in massive windfall profits for the anonymous traders. Kyle Mazza/TheNEWS2 via ZUMA / SplashNews.com

Meanwhile, in another eyebrow-raising case, before President Donald Trump announced on Monday “very good and productive conversations” regarding an end to the war with Iran, 10 brand new Polymarket accounts had wagered a combined $160,000 on an “US x Iran ceasefire,” betting it would happen by March 31 or April 15. They stand to gain over $1 million collectively if the war comes to a halt by the end of the month.

Identified by X user Lirrato, one of the accounts that goes by the Polymarket handle NOTHINGEVERFRICKINGHAPPENS was opened in late February and pocketed over $85,000 in its first two bets — wagering $7,600 that the US would strike Iran by Feb. 28 and $11,283 on a strike by March 1.

That account does not appear to be related to others engaging in suspicious trades.

“Crypto betting in any form draws the most degenerate people. They’ll throw $250,000 on a bet like it’s nothing, so there’s always that rare chance that someone got lucky,” the blockchain expert added.

Polymarket’s prediction betting operates offshore and its legal status in the US is complex and murky and has been the target of bipartisan threats from lawmakers. AFP via Getty Images
Smoke plumes rise over residential areas in Tehran, Iran, following airstrikes from US and Israel. Savvy online bettors are cashing in on the war, some suspect with insider intel. Anadolu via Getty Images

Over on the actual stock market, a flurry of stock and oil trades were placed early Monday by Wall Street traders, resulting in a windfall likely worth between $40 million and $50 million, according to an earlier Post report.

The trades were made about 10 minutes before 7 a.m. ET on Monday – normally a lull in the markets, and will likely spark an investigation from regulators, sources said.

Senator Chris Murphy (D-Conn.) was among critics who slammed the trade as an indication of “mind-blowing corruption.”

On Monday, Polymarket announced updated rules designed to ban insider trading and market manipulation that prohibits trading on stolen confidential information or illegal tips and trading by those who can influence outcomes.

“I don’t see how [enforcement] is possible,” said the expert. “In fact, it’s completely impossible.”



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