Suspicious timing! Mystery trader makes $436,000 predicting Maduro’s capture by US – did the bettor have access to classified information?

What if someone knows what is about to happen and bets on it? This is just what many people are wondering after a mystery trader walked away with a payout of more than $436,000 from an online prediction market, after US announced the capture of Venezuela’s former President, Nicolas Maduro, according to CBS news.An anonymous user on cryptocurrency-based prediction platform, Polymarket, placed a wager of roughly $32,000 on Maduro’s removal from power shortly before US President Donald Trump publicly announced that US forces had ousted the former Venezuelan leader. The timing of the bet has raised serious concerns among legal and financial experts about whether the trader may have had access to inside information, and what it means for the integrity of such platforms.

Here’s what happened:

The bettor, whose account appeared to have been created in December, staked $32,537 on the outcome that Maduro would be “out by January 31, 2026.” The speculative bet was placed just before Trump posted on Truth Social at 4.21 am on Saturday announcing Maduro’s arrest. That single wager ultimately paid out more than $436,000, according to market data, prompting scrutiny over whether the trade was placed with knowledge of a classified US operation to seize Maduro and his wife. The bettor had also placed many other bets surrounding Venezuela.

The win sounds sus…

Experts told CBS news that several red flags point to the possibility of insider knowledge. “It clearly suggests that the bettor did have access to inside information,” said Dennis Kelleher, co-founder and chief executive of Better Markets, a non-partisan financial reform advocacy group. “This particular bet has all the hallmarks of a trade based on inside information. It happened very late, right before the very event they were betting on happened; it was a relatively large amount of money; and it happened in a market that is not really regulated and where there is no transparency.” The same Polymarket account also placed three additional wagers closely linked to US action against Venezuela: a $1,000 bet that the US would invade Venezuela by January 31; a $250 wager that Trump would invoke the War Powers Act against Venezuela by the same date; and a $146 bet predicting that US forces would land in Venezuela before the end of the month. “It was a new account only betting on issues around the Venezuelan president’s potential removal from office — there are a lot of telltale signs that make it seem like insider trading,” Stephen Piepgrass, a regulatory attorney at Troutman Pepper told CBS news.

Polymarket

Polymarket, a New York-based prediction market that recently secured a $2 billion investment from stock exchange operator Intercontinental Exchange, did not respond to requests for comment on the Maduro-related wagers. The platform is currently seeking regulatory approval to operate in the United States. However, company chief executive Shayne Coplan has previously acknowledged that insiders can influence prediction markets. Speaking to CBS news he said that insiders “having an edge to the market is a good thing”. “Obviously, you need to curate them and you need to be really clear and stringent on where the line is drawn and, like, sort of ethics, and we spend a lot of time on that. But it’s sort of an inevitability that this will happen, and there’s a lot of benefits from it. And, you know, people will adapt,” he told 60 Minutes’ Anderson Cooper. The controversy has also drawn attention to the broader regulatory gaps surrounding prediction markets. Oversight of such platforms falls under the Commodity Futures Trading Commission (CFTC), which also regulates similar services such as Kalshi. Legal experts told CBS news that the Maduro wager could potentially violate the Commodity Exchange Act, which governs futures and options trading and prohibits betting on events related to assassination, terrorism and war. Kelleher warned that the episode exposes broader risks for everyday users of prediction markets. “Consumers and investors should know that these are totally unregulated, non-transparent markets and that the odds of losing money are incredibly high,” he said.