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Drake made yet another big bet on a sporting event, and this one definitely did not pay off. On Friday (November 15), the superstar revealed that he had placed a $355K wager on Mike Tyson to beat Jake Paul in their fight that evening. “I’m late but I’m here money on the liiiiiiiiine for today and tmrw,” he captioned his Instagram post.

Paul was heavily favored, so Drizzy stood to win over a million dollars if his bet turned out. However, that was not to be the case. Paul defeated Tyson by unanimous decision in the eight-round bout, meaning Drake lost the bet. As yet, he has not commented on his defeat.

 

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In addition to the Tyson/Paul bout, Drake shared that he’d placed an additional six-figure bet on a different fight: the UFC bout between Jon Jones and Stipe Miocic, which takes place on Saturday (November 16). The rapper bet $450K that Jones would win by knockout — a bet that would more than double his money if he wins. This was not Drizzy’s first time losing money on a Logan Paul fight.

Back in 2023, he bet money on a Paul fight — and ended up nearly $1 million poorer. Paul ultimately triumphed over his opponent, Dillon Danis, in Manchester on October 14 of last year. However, the triumph was due to a disqualification, as Danis tried to choke Paul out during the match. So even though the 6 God placed his bet (via the online casino Stake) for Paul to be the victor, he predicted the fighter would win by knockout, not disqualification. As a result, the $850,000 bet was a loss.