Michael Saylor's firm sold Bitcoin in late May and disclosed the sale to the market on June 1. The timing immediately became the subject of a $79 million Polymarket contract, which is centered on whether that June 1 disclosure meets a May 31 deadline. The bet is now one of the largest prediction-market wagers this year.
What the disclosure showed
The company's filing on June 1 confirmed the sale occurred in late May. No further details about the size of the trade or the price were included in the brief announcement. The disclosure itself is routine—public companies that hold Bitcoin report sales—but the date gap between the trade and the filing is what drew the attention.
The $79 million question
Polymarket users have put $79 million into a contract asking whether the June 1 disclosure meets a May 31 deadline. That deadline likely refers to a regulatory or internal reporting requirement. If the disclosure is deemed to have missed the deadline, the contract resolves a certain way; if it's on time, the other side wins. The size of the pool suggests serious conviction on both sides.
What happens now
The Polymarket contract will resolve once a definitive ruling or confirmation comes in—whether from the company, a regulator, or an independent arbiter. Saylor's firm hasn't commented on the deadline question since the filing. The next concrete event is the resolution of the bet, which could come within days.



