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Mattress Mack Wins $72.66 Million, Biggest Win in Sports Betting History. Drake revealed Thursday night that he wagered big money on Logan Paul to beat Dillon Danis by knockout in their boxing match Saturday. The rap icon posted a screenshot of his bet on Instagram, showing proof that he put $850,000 on Paul to win by knockout. If Paul comes through, Drake will win $1.351 million. |