Drake Loses $355K After Betting On Mike Tyson To Beat Jake Paul

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NBA: Playoffs-Toronto Raptors at Washington Wizards
Apr 24, 2015; Washington, DC, USA; Rapper Drake looks on from courtside during the game between the Washington Wizards and the Toronto Raptors in game three of the first round of the NBA Playoffs at Verizon Center. The Wizards won 106-99, and lead the series 3-0. Mandatory Credit: Geoff Burke / USA TODAY NETWORK via Imagn Images
The Drake curse continues.

Drake has taken lots of bumps and bruises in 2024. The rapper lost the biggest hip hop battle of the 21st century, despite turning in a strong effort. He lost $300K betting on Canada in the Copa America game, then $500K betting on the winner of the Stanley Cup. Well, the 6 God took another L on Friday, as Jake Paul defeated Mike Tyson in a boxing match. Drake put $355K down on Iron Mike to secure the victory, but it wasn't even close. Seriously. Paul won the match by unanimous decision.

Drake posted his betting stub in the hours leading up to the Paul vs. Tyson fight. "I'm late but I’m here money on the liiiiiiiiine for today," he wrote on Instagram. "And tmrw @stake I need some dubs." Well, he did not secure those dubs. Drake and fellow Young Money alumni Tyga bet big on Mike Tyson to pull an upset, and he did anything but. Fans in the crowd actually started booing during the later rounds, and it was widely inferred by many that Paul was taking it easy on Tyson out of respect. DJ Akademiks posited this on Twitter. He also decided to poke fun at Drake for losing yet another huge sports bet.

Drake Continues His Streak Of Losing Sports Bets

"Drake my mans," Ak tweeted. "But once I seen him bet on Tyson I knew he lost." This sentiment was echoed throughout the Twittersphere, actually. Lots of people were betting on Mike Tyson to win, and were horrified to see that the 6 God put money down on their side. The memes were plentiful, and even professional accounts like ESPN Bets got in on the fun. They posted a gif of a panicked Jon Bernthal in The Punisher under the text: "Mike Tyson bettors after seeing Drake bet on him to win."

Other fans were more bitter in their responses. "Mike Tyson might not have won but at least Drake lost," one of them tweeted out. Then there was a user who noted, as we did at the top, that Drizzy has really had a brutal calendar year. "Dude can’t catch a break this year," they pointed out. We could list out the other captions that fans provided, but we think a roundup of the funniest and most notable reactions to the Drake curse would be more effective. Check out our top picks below.

About The Author
Elias Andrews is a music and entertainment writer for HotNewHipHop. He joined HNHH in 2024 as the lead night shift contributor, which means he covers new music releases on a weekly basis. In the year since joining, Elias has covered some of the biggest and most turbulent stories in the world of music. He covered the Drake and Kendrick Lamar battle, and the release of the disses “Family Matters” and “Meet the Grahams,” in particular, in real time. He has also detailed the ongoing list of allegations and criminal charges made against Diddy. Elias’ favorite artists are Andre 3000, MF Doom, pre-808s Kanye West and Tyler, The Creator. He loves L.A. hip-hop but not L.A. sports teams. The first album he ever bought was Big Willie Style by Will Smith, which he maintains is still a pretty good listen.
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