Chart-Topping Bets: Exploring Drake’s Most Audacious Gambling Moments

Drake's gambling ventures, particularly in sports betting and casino games, are just as audacious as his musical endeavors. 
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Drake, one of the biggest music stars today, is known for topping the Billboard charts and for his love of high-stakes gambling. Over the years, his affinity for placing jaw-dropping bets has become just as much a part of his persona as his chart-topping singles. He doesn’t just bet small; he bets big—sometimes bigger than anyone expects. 

Drake’s gambling ventures, particularly in sports betting and casino games, are just as audacious as his musical endeavors. 

The $1.25 Million UFC Gamble

In May 2022, Drake set the internet ablaze by placing a colossal bet on UFC fighter Israel Adesanya. It wasn’t a small wager either—Drake put down a staggering $1.25 million on Adesanya to win his UFC Middleweight Championship fight against Jared Cannonier. 

Drake’s bet wasn’t just about the money; it was personal due to his friendship with Adesanya. On that night, Adesanya didn’t disappoint. He won the fight, and Drake walked away with approximately $2.6 million in total winnings. For Drake, this was a massive win that cemented his reputation as a risk-taker and showcased his loyalty to those in his circle. 

The Super Bowl LVI Bet

If there’s one event that brings out the gamblers in droves, it’s the Super Bowl. Drake was no exception during Super Bowl LVI in 2022 when he placed several high-stakes bets totalling $1.26 million. 

Drake bet $600,000 on the Los Angeles Rams to win outright and $500,000 on his friend Odell Beckham Jr. to score a touchdown during the game. In addition, he placed a separate $100,000 wager on OBJ to have over 62.5 receiving yards.

The stakes were massive, and what were the results? Beckham scored the game’s first touchdown in the first quarter but later suffered a game-ending injury. This injury, unfortunately, limited OBJ’s receiving yards to only 52, causing Drake to lose that portion of his bet. However, the Rams ultimately won the Super Bowl, and Drake’s bet on them to win cashed in, leading to a sizeable profit of over $1 million. 

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Roulette King: $17.9 Million in a Single Night

Drake’s betting streak isn’t confined to sports. The rap superstar has also made a name for himself in online casino games, particularly roulette. In May 2022, Drake showcased his love for the game by winning an astonishing $17.9 million during a single night while playing roulette on the Stake platform, one of his favorite online betting sites. Roulette may seem like a game of chance, but for Drake, it’s more of a thrilling way to combine luck with his signature risk-taking personality, he could have take advantage of Best Online Casinos Canada to unlock extra value .

The fact that he regularly streams his roulette games on platforms like Twitch adds another layer to his gambling habits. His followers tune in to watch not just for the love of the game but for the spectacle that is “Drake winning big.” That night in May, Drake hit several lucky numbers, including 11, 8, and 23, which are famously associated with his son Adonis’s birthday. 

While Drake’s winnings that night were jaw-dropping, it’s worth noting that he’s also candid about his losses. After all, gambling at his level involves huge swings in fortune. 

Bitcoin and Drake: Betting with Cryptocurrency

As if traditional currencies weren’t enough, Drake has also ventured into cryptocurrency for his betting endeavors. He has placed numerous high-stakes bets using Bitcoin, making headlines with a particularly bold wager of $230,000 worth of Bitcoin on the UFC fight between Jorge Masvidal and Colby Covington in March 2022. This was another high-profile fight, and Drake went all in on Masvidal, betting both his money and reputation on the outcome.

Unfortunately for Drake, this was one of his more painful losses, as Covington dominated the fight, leading to Masvidal’s defeat. The loss wasn’t just about the money—it was about the deflation of backing a fighter who didn’t deliver. What’s more fascinating, though, is Drake’s consistent use of Bitcoin for gambling, further cementing his place as a modern-day gambler who embraces the digital age. 

Summary

Drake’s gambling escapades, from UFC wagers to Bitcoin bets, highlight his fearless approach to risk and passion for the game. Whether he’s winning big at roulette or backing his friends on the biggest stages, his bets are as audacious as his music career. For Drake, it’s not just about the money—the thrill, loyalty, and the stories that come with each gamble.

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