The President Wears No Suit: Polymarket’s $60 Million Problem

Ukrainian President Volodymyr Zelensky arrives for a social dinner at the 'Huis ten Bosch' Royal ... More Palace during a North Atlantic Treaty Organization (NATO) Heads of State and Government summit in The Hague, on June 24, 2025. NATO leaders hold a two-day summit on June 24 and 25 in The Hague. (Photo by JOHN THYS / AFP) (Photo by JOHN THYS/AFP via Getty Images)

AFP via Getty ImagesPrediction markets have evolved from academic thought experiments into a mainstream financial phenomenon. Users can wager on everything from presidential elections to papal successions. And yes, even whether Jesus Christ will return in 2025.

The sector has gained serious credibility. Market leader Polymarket boasts prominent analyst Nate Silver as an adviser. Polymarket operates on Polygon, an Ethereum Layer 2 solution, using a hybrid-decentralized system and generated $2 billion in monthly volume during the 2024 US election, maintaining over $1 billion monthly even post-election. Competitor Kalshi counts Donald Trump Jr, son of the US president, as a strategic adviser. Board member Brian Quintenz is President Donald Trump's nominee to chair the Commodity Futures Trading Commission,

Beyond entertainment value, these platforms create liquid markets that often outperform expert predictions. Prediction sites allow users to stake money on anything from economic data to the weather. Because their products are structured as peer-to-peer trades, providers are regulated not as betting groups but derivatives platforms, allowing them to bypass sports gambling bans in 11 states.

However, an unlikely controversy involving Ukrainian President Volodymyr Zelenskyy's wardrobe choices has exposed potential vulnerabilities in the oracle systems that resolve these markets.

The Suit Heard 'Round The World

THE HAGUE, NETHERLANDS - JUNE 24: President Volodymyr Zelensky of Urkaine arrives at Huis ten Bosch ... More Palace for a dinner hosted by the King and Queen of The Netherlands during the NATO Summit 2025 on June 24, 2025 in The Hague, Netherlands. (Photo by Patrick van Katwijk/Getty Images)

Getty ImagesMORE FOR YOUA Polymarket question asked whether Zelenskyy would wear a suit before July 2024. When the Ukrainian president appeared at a June NATO summit in what appeared to be formal attire, chaos ensued.

"Yes" holders argued the garment clearly constituted a suit, citing endorsements from prominent menswear expert Derek Guy and even the designer who created the outfit. Initially, one of Polymarket's associated Twitter accounts agreed, posting that Zelenskyy had indeed worn a suit.

But "No" holders disagreed, and the dispute moved to UMA’s Optimistic Oracle, which acts as a generalized escalation game between contracts that initiate a price request and UMA's dispute resolution system known as the Data Verification Mechanism (DVM). This system allows UMA token holders to stake tokens and vote on disputed outcomes.

Despite seemingly clear evidence, including confirmation from fashion experts and the garment’s designer, the UMA oracle system appears poised to rule that Zelenskyy did not wear a suit, sparking outrage among "Yes" holders who stand to lose their wagers.

Is Polymarket’s Oracle Unsuitable?

THE HAGUE, NETHERLANDS - JUNE 24: Ukrainian President Volodymyr Zelensky arrives as NATO leaders and ... More spouses arrive for a dinner hosted by the King and Queen of the Netherlands during the 2025 NATO Summit on June 24, 2025 at Huis ten Bosch Palace in The Hague, Netherlands. This year's NATO summit, which brings together heads of state and government from across the military alliance, is being held in the Netherlands for the first time. Among other matters, members are to approve a new defense investment plan that raises the target for defense spending to 5% of GDP. (Photo by Omar Havana/Getty Images)

Getty ImagesThe controversy highlights a fundamental vulnerability in decentralized prediction markets. UMA's oracle system is constructed with economic guarantees around the cost of corrupting the DVM to ensure it will cost more to corrupt the oracle (i.e., obtain 51% or more UMA tokens) than the amount someone could profit from corrupting the oracle.

However, critics argue that UMA's relatively small market capitalization compared to Polymarket's trading volumes creates opportunities for economic attacks. Large UMA token holders, or "whales," could potentially manipulate dispute outcomes when the financial incentives align favorably.

Are The Suits Coming For Prediction Markets?

The timing couldn't be worse for Polymarket, which already faces scrutiny from multiple fronts. Seven states have sent cease and desist letters to Kalshi, which they say did not comply with their laws. The company has responded with lawsuits against the gaming regulators of Nevada, New Jersey and Maryland. While this refers to Kalshi, similar regulatory pressures affect the entire prediction market sector.

The sudden arrival of a new type of competitor threatens to disrupt an industry that has grown rapidly since the Supreme Court overturned a near-nationwide ban on sports gambling in 2018. Traditional sports betting generated $14bn in US revenues last year.

Traditional gambling operators are taking notice. DraftKings and Flutter, which account for more than 80 per cent of the US sports betting market according to Barclays, are now considering how to fight back, viewing prediction markets as a genuine competitive threat.

When Smart Contracts Do Not Suit The Occasion

The Zelenskyy suit controversy illustrates broader challenges facing decentralized prediction markets. UMA has successfully verified over 26,000 data assertions onchain, most of which come from prediction market platforms including Polymarket. Less than two percent of data assertions sent to UMA are disputed, high-stakes disputes can expose systemic vulnerabilities.

The question goes beyond whether Zelenskyy wore a suit. Can current oracle systems can handle subjective determinations fairly and consistently as prediction markets scale? When millions of dollars ride on seemingly simple questions, even minor disputes can have outsized consequences.

For Polymarket and its competitors, the resolution of this particular market may be less important than the broader lesson: as prediction markets mature, their dispute resolution mechanisms must evolve beyond purely crypto-native solutions toward more robust systems that can handle both objective and subjective determinations at scale.

The president may or may not have worn a suit, but one thing is certain: prediction markets are learning that growth comes with growing pains, and not all of them can be solved with smart contracts alone.