In Paul’s highly controversial fight against Mike Tyson last November, Drake wagered a huge $355,000 bet on Tyson to beat the YouTuber turned boxer, subsequently losing his money. However, after going ...

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

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 ...

Drake has placed a major wager on Jake Paul to defeat former heavyweight champion Anthony Joshua, inserting a significant financial layer into an already high-profile boxing match. The size of the bet ...

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 posted a bet slip on his Instagram story hours ...

Drake was confident that Jake Paul could pull off an upset victory over Anthony Joshua in their heavyweight boxing match on Friday night. He was so confident, in fact, that he posted an image of a ...

Drake's pick is in. The rapper has made a selection as former unified heavyweight champion Anthony Joshua will face off against Francis Ngannou, a former UFC heavyweight champion, in a boxing match on ...