Drake was confident that Jake Paul could pull off an upset victory over Anthony Joshua in their heavyweight boxing match on Friday night.

The Jake Paul-Anthony Joshua bout Friday night has the boxing world enamored on social media ahead of the biggest fight of ...

Drake loses $200,000 betting on Jake Paul as infamous betting curse strikes again, leaving fans stunned online.

Jake Paul fans might need to close their eyes after rapper Drake, who is known for losing big bets, backed the fighter.

In Paul’s highly controversial fight against Mike Tyson last November, Drake wagered a huge $355,000 bet on Tyson to beat the ...

Drake has lost of $500,000 betting on Jake Paul. Paul's latest match was against former heavyweight champion Anthony Joshua.

Canadian rapper Drake has reportedly lost about ₦300 million ($200,000) bet after backing Jake Paul to defeat Anthony Joshua ...

Drake's reputation as a terrible sports bettor remained intact Friday after he showed his personal pick for the Jake Paul-Anthony Joshua fight. Drake ...

Rap superstar Drake but an astonishing amount of money on the line for Jake Paul's highly-anticipated clash with Anthony ...

Despite an exceptional level of hype entering the main event, Friday night's fight between Mike Tyson and Jake Paul left many who witnessed the battle between the 58-year-old boxing legend and 27-year ...

Drake would be willing to settle his legendary rap feud with Kendrick Lamar in the boxing ring, but doesn’t want it broadcast. The two music moguls have had one of the defining beefs of this ...

Was Jake Paul vs Anthony Joshua really a $184 million mega fight? Breakdown of purses, hype, and financial reality.