A Polymarket trader who recently won $11 million betting on Donald Trump's political success lost $3.6 million after wagering on Mike Tyson's Netflix boxing match against Jake Paul.

The trader, known as "zxgngl," purchased over 11 million shares at approximately 33¢, representing one-third odds on Tyson's victory. Despite this significant loss, they remain Polymarket's fourth-highest earner thanks to their previous Trump bet.

The controversial match faced scrutiny from its announcement, primarily due to the 30-year age gap between the 58-year-old Tyson and Paul. Special conditions were implemented, including 14-ounce gloves for Paul (instead of standard 10-ounce) and eight two-minute rounds.

Nine state gaming regulators, including New York, Pennsylvania, and Vermont, prohibited their licensed sportsbooks from taking bets on the fight, citing nontraditional rules and scripting concerns.

The match, which took place at Texas's AT&T Arena, drew criticism for its lack of action, with crowds booing during later rounds. While Paul was favored at 63.5% on Polymarket, more money was wagered on Tyson, with total bets reaching $63 million.

This marked Tyson's first appearance since his 2005 professional fight against Kevin McBride, where he retired after seven rounds. The Netflix event was initially scheduled for July but was delayed due to Tyson's health concerns, specifically an ulcer flareup during a flight from Miami to Los Angeles in May.

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