Canadian rapper Drake wagered $355,000 on Mike Tyson in his fight against Jake Paul, which took place on November 15, 2024, at the AT&T Stadium in Arlington, Texas.

Known for his sports betting, Drake backed 58-year-old Tyson in his return to the ring. However, Tyson lost to 27-year-old Paul by unanimous decision, resulting in Drake losing his bet.

This is not the first time Drake has faced significant losses in sports betting.

Previously, he lost £790,000 betting on Argentina to win against France in the 2022 World Cup final, £950,000 backing Jake Paul against Tommy Fury, and £448,000 on Tyson Fury against Oleksandr Usyk.

Other prominent bettors, such as Conor McGregor, also faced losses on their bets related to this event.

How was the fight between Jake Paul and Mike Tyson?

Jake Paul defeated Mike Tyson at the AT&T Stadium by unanimous decision in an eight-round fight. The judges scored the bout 80-72, 79-73, and 79-73, all in favor of Paul.

Tyson, 58, returned to the ring after nearly two decades of retirement.

The event, broadcast live on Netflix, attracted a significant global audience. However, the broadcast was marked by technical issues, including interruptions and service outages, which drew criticism from viewers.