An anonymous bettor on Polymarket appears to have capitalized on insider knowledge about US military strikes against Venezuela, winning $410,000 through suspiciously timed wagers placed just hours before the attacks began.
Timeline of Suspicious Betting Activity
According to Wall Street Journal reporting, the timing of the bets strongly suggests insider information was involved. The anonymous trader placed over $20,000 in bets between 8:38 and 9:58 PM on January 2nd, predicting an imminent attack on Venezuela. Less than an hour later, at 10:46 PM, President Donald Trump authorized the military strike. By approximately 1:00 AM on January 3rd, explosions were reported in Caracas, with the attacks resulting in at least 80 civilian and military casualties.
Adding to the suspicion, the bettor began cashing out their $410,000 in winnings by 8:41 AM that same morning. Further investigation revealed the account was only one week old when the strikes occurred.
Regulatory Gaps in Prediction Markets
While insider trading is heavily regulated in traditional stock markets, prediction markets like Polymarket operate with minimal oversight. Polymarket analyst Tre Upshaw told the WSJ, “It’s more likely than not that this was an insider. That’s a lot of money to put in at that price, without a lot of news.”
The incident has highlighted significant regulatory gaps, with Democratic Representative Richie Torres introducing legislation that would penalize government officials for insider trading on prediction markets. However, the bill’s passage remains uncertain.
Potential Sources of the Leak
Speculation about the source of the insider information centers on individuals who may have had advance knowledge of the planned attacks, including:
- Someone within the Trump administration
- Personnel in the US armed forces
- Employees at media companies aware of the administration’s plans
The attacks resulted in significant destruction in Caracas, damaging government buildings, civilian apartments, and facilities at the Venezuelan Institute of Scientific Research.
Conclusion
While technically possible that the bets represented an extraordinary stroke of luck, the precise timing and the bettor’s significant financial commitment strongly suggest the use of non-public information. The case highlights the need for greater regulation of prediction markets to prevent profiteering from advance knowledge of military actions or other significant government decisions.


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