Drake drops $1 million bet for Conor McGregor-Max Holloway fight in UFC 329

Drake strongly believes that Conor McGregor will win his first professional MMA fight in almost five years, as the rap icon placed a massive $1 million bet on the Irishman to beat Max Holloway in the main event of UFC 329.

“THE MAC IS BACK?!?!?? The proper twelve drinking, tailored suit wearing, Lambo Yacht riding man with the Dubai tan that once had both belts in both hands… Say less @stake,” Drake posted on Instagram.

Based on his screenshot, Drake will earn a $1.85 million profit if McGregor wins tomorrow. The five-time Grammy Award winner has made a habit of making seven-figure bets on high-profile sporting events such as the NBA Finals, World Cup, and the Super Bowl.

However, most of his bets have lost, which has given life to the infamous “Drake Curse.” McGregor’s last win in the Octagon was on January 18, 2020, against Donald Cerrone at UFC 246. On the other hand, Holloway’s last victory was against Dustin Poirier at UFC 318 last July 20, 2025.

Sep 21, 2021; Chicago, Illinois, USA; MMA fighter Conor McGregor tosses the ball after throwing out a ceremonial first pitch before the game between the Chicago Cubs and the Minnesota Twins at Wrigley Field. Mandatory Credit: Jon Durr-USA TODAY Sports

The last time we saw Conor McGregor in the Octagon was when he broke his leg during UFC 264 in the final seconds of round one, losing to Dustin Poirier in 2021. The injury was reminiscent of the leg break suffered by Anderson Silva, who hasn’t been the same fighter since.

However, “The Notorious” claims that the leg break turned out to be a blessing in disguise for him, so much so that he feels it has actually extended his professional MMA career.

“I am fully, fully healed. There is a titanium rod down the knee into the ankle, and it is solid. I’m Terminator now, that is my mindset, McGregor said in a Paramount+ interview.

“I always say an injury is not just a process of recovery, it is a process of discovery. You uncover a lot about yourself – about your frame, your body, your movements, your mechanics,” he added. “In actuality, everything happens for a reason. This allowed me to carry on with my career, and it will bring longevity to my career.”