The bet that broke the dam
Van Dyke, a Master Sergeant with access to classified military intelligence, placed bets totaling between $33,000 and $34,000 on Polymarket. Those bets were tied to events surrounding the anticipated removal of Maduro in Venezuela. The result: profits exceeding $400,000.
An analysis published in May 2026 by blockchain analytics firm Bubblemaps identified nine connected accounts on Polymarket that collectively earned over $2.4 million. Their win rate on military-related bets: 98%.
Polymarket’s preemptive rule change and the congressional probe
Polymarket updated its trading rules in March 2026, a month before the indictment dropped. The revised rules explicitly prohibit betting based on information obtained through breaches of trust, with particular emphasis on individuals who are in a position to influence the outcomes they are wagering on.
The fallout has now reached Capitol Hill. Rep. James Comer initiated a congressional probe on May 22, sending document requests to both Polymarket and its competitor Kalshi. The investigation is focused on what insider trading safeguards these platforms have in place, and whether the current regulatory framework is equipped to handle markets where geopolitical events are the underlying asset.
Kalshi, which has positioned itself as the more regulation-friendly alternative by operating under CFTC oversight, is not immune either. Comer’s document requests went to both platforms, signaling that Congress views this as an industry-wide problem rather than a single-platform failure.