Drake has never been afraid to flaunt his considerable wealth, often forking out hundreds of thousands of dollars – if not more – especially in the sports gambling arena.

Through his relationship with Stake, an Australian-Curaçao online casino company, Drake has been given a platform to unleash his Warren G. Harding, especially during sporting events.

For all Drake’s bravado, he hasn’t had much success with his bets. The five-time Grammy winner has bet on countless sports over the years. Most of the time, he is short. The internet took notice, christening his struggles with a mischievous nickname: “The Drake Curse.”

The whispers of that hex surfaced once again on Friday night. The boxing match between Jake Paul and Mike Tyson thrilled legions of boxing fans and casual viewers alike. Drake is no exception, rounding off his interest in the match with a kiss — and a game card.

With that, here’s what you need to know about Drake’s big money bet in Paul Vs. Tyson

Jake Paul vs. Betting Odds Mike Tyson

On Bet MGMPaul is the favorite at -150, while Tyson is the underdog at +160.

How much did Drake bet Mike Tyson to beat Jake Paul?

Drake bet $355,000 on Tyson to beat Paul, he revealed on Instagram friday evening Should Tyson end the night with the upper hand, the 58-year-old would earn Drake an estimated $1,011,750.

What is the “Drake Curse”?

Drake has bet on several sporting events over the years and wears the jerseys of various teams and franchises. When they try to get in on the action, the team or person they join with usually loses.

Sharing his bets on social media often led to groans or opportunities for trolling. Some of the effects of the “Drake Curse” include:

• August-September 2015: The “Drake Curse” begins after the rapper is seen kissing tennis superstar Serena Williams. He is participating in the US Open to aid her quest for the Grand Slam, but Williams loses in the semifinals.
• October 2018: UFC star Connor McGregor takes out Drake before his match with Khabib Nurmagomedov at UFC 229. Nurmagomedov continues to destroy McGregor in one-sided striking.
• April 2019: Drake dons his Maples Leafs jersey in the playoffs, and Toronto promptly loses to the Bruins in seven games.
• June 2019: Drake bets Joshua will beat Andy Ruiz Jr., a replacement opponent for Jarrell Miller. Ruiz defeats Joshua in what is considered one of the biggest upsets in heavyweight boxing history.
• August 2022: Drake bets $200,000 Kamaru Usman to defeat Leon Edwards at UFC 278 for the UFC welterweight title. Edwards defeats Usman after a dramatic comeback kick to the head.
• November 2022: Drake holds Team Canada jerseys with the players. Team Canada becomes the first team at the World Cup since 1978 to attempt at least 20 shots and one penalty kick and not score a goal.
• February 2023: Draft bets $400,000 on Jake Paul by KO Tommy Fury, who wins by split decision.
• April 2023: Drake put down a The $1 Million Bitcoin Stake on Gervonta Davis winning straight up against Ryan Garcia. “Tank” defeated Garcia by KO in the seventh round.
• August 2023: Drake bets $250,000 for Nate Diaz will beat Jake Paul outright. Paul defeated Diaz by unanimous decision.
• September 2023: Drake placed a bet of $500,000 for Israel Adesanya to successfully defend the UFC middleweight title against Sean Strickland at UFC 293 via knockout. Strickland dominates the fight and wins the belt by unanimous decision.
• October 2023: Drake deposited $850,000 for Logan Paul to eliminate Dillon Danis. Paul defeated Danis by DQ.
• February 2024: Drake he bet $1.15 million for the Kansas City Chiefs to beat the San Fransisco 49ers in the Super Bowl. The Chiefs won 25-22.
• March 2024: Drake bet $615,000 Francis Ngannou to beat Anthony Joshua. Joshua was knocked out by knockout in the second round.