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Polymarket Bettors Pile $50M+ on Whether Strategy Sold Bitcoin Before May Deadline

Polymarket Bettors Pile $50M+ on Whether Strategy Sold Bitcoin Before May Deadline

Polymarket users have placed more than $50 million in bets on a single question: Did Strategy sell its Bitcoin before the end of May? The prediction market's largest wager on a corporate crypto holding decision reflects the intense speculation around Strategy's balance sheet moves.

The question at stake

The market asks whether Strategy sold any of its Bitcoin holdings before May 31. A 'Yes' outcome means the company did sell; 'No' means it held. The contract opened several weeks ago and attracted steadily more money as the deadline approached. By late May, the total had crossed $50 million — a sum that makes it one of the biggest single-event markets on Polymarket this year.

Why so much money?

Prediction markets have become a popular way to bet on corporate actions, especially when officially confirmed information lags. Strategy has not publicly disclosed recent Bitcoin transactions, leaving room for speculation. The size of the pool suggests that both sides see an edge: some bettors think a sale is likely, while others are convinced the company held through the month.

The figure also highlights Polymarket's growth. The platform has drawn increasing volume from traders who prefer binary event contracts over traditional derivatives. The Strategy market alone accounts for a notable share of that activity.

Resolution pending

The market's outcome will be determined by publicly available evidence — typically a company filing, a press release, or a credible news report. Polymarket uses an oracle system that evaluates such sources before finalizing the result. If Strategy confirms a sale, the 'Yes' side pays out. If it states it did not sell, or simply stays silent, the 'No' side wins.

Bettors are now waiting for that final word. A decision could come within days, depending on when Strategy issues a statement or when the oracle finds sufficient information to rule.