Drake Boasts $300K Stake Bet on Jannik Sinner to Win US Open

The rapper’s $300,000 bet could return more than half a million dollars if the top seed defends his US Open crown.

Ziv Chen - News Editor at Covers.com
Ziv Chen • News Editor
Sep 3, 2025 • 12:28 ET • 4 min read
Photo By - Imagn Images.

Canadian rapper Drake has placed another high-profile sports wager, betting $300,000 on world No. 1 Jannik Sinner to win the US Open. The Instagram post from the Grammy Award winner showed a betting slip with a potential payout of more than $500,000 if the Italian star wins at Flushing Meadows.

Key Takeaways

  • Drake’s $300,000 bet could return more than half a million dollars

  • The rapper’s betting history has fueled a theory that his support dooms athletes and teams

  • Drake previously lost a six-figure wager on Taylor Fritz

The so-called “Drake Curse” has become a recurring storyline in sports betting circles. 

Critics point to several of Drake’s high-stakes losses, including a $1 million wager on the Toronto Maple Leafs during last year’s Stanley Cup run. He also lost when backing Taylor Fritz in last year’s US Open final against Sinner.

A website, thedrakecurse.com, even tracks his betting history, estimating that he is down more than $115,000 on tennis alone. Whether Sinner can deliver a win and prove the curse wrong again will be revealed in Queens this week.

Drake loses $800K on Thunder Game 6 bet

Drake’s high-stakes betting streak hit another setback after the Toronto rapper lost $800,000 on Game 6 of the NBA Finals. He placed the wager on the Oklahoma City Thunder to win the championship in that round, but the Indiana Pacers forced a Game 7 with a 108-91 victory.

The rapper, who frequently shares his bets through his partnership with cryptocurrency-based casino Stake, confessed to a tough month overall.

Drake revealed he lost more than $8.2 million in June after placing $124 million in bets. “Gotta share the other side of gambling… Losses are so fried right now,” he wrote on Instagram.

Fans were quick to revive chatter about the so-called “Drake Curse,” a running joke that teams he supports tend to lose. Drake has laughed off the superstition in the past, citing the Toronto Raptors’ 2019 NBA championship as proof the curse isn’t real.

L.A. City Attorney sues Stake.us and Evolution

Meanwhile, Los Angeles City Attorney, Hydee Feldstein Soto, has filed a civil enforcement lawsuit against Stake.us, its owners, Kick Streaming, and several gaming suppliers, including Evolution, for their alleged operations of an illegal gambling enterprise in California, though the company has denied wrongdoing.

The complaint also names Stake co-founders Ed Craven and Bijan Tehrani, Stake’s parent company Easygo Holdings, and subsidiaries of Evolution such as Hacksaw Gaming.

Soto is working with Susman Godfrey, the firm leading a separate class action against VGW, operator of Chumba Casino and LuckyLand Slots. The case could set a precedent for enforcement as California lawmakers debate AB 831, a bill to ban sweepstakes casinos.

In response to the lawsuit, Evolution has since pulled its games from Stake.us, while other suppliers, like Pragmatic Play, confirmed that they had also ceased supplying sweepstakes casinos with their games in the U.S.

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Ziv Chen
News Editor

Ziv has been deep in the iGaming trenches for over 20 years, long before most people could spell "geolocation compliance." With a background in marketing and business development at some of the biggest names in gambling tech, Ziv knows the industry from the inside out. Since joining Covers, he's turned his sharp eye (and sharper keyboard) toward everything happening in the fast-moving world of online gambling. Whether it's new state launches, the latest twists in regulation, or what the big operators and game providers are cooking up next, Ziv breaks it all down with clarity, context, and just the right amount of snark. He covers the business side of betting, from affiliate trends and revenue reports to the tech powering your favorite slots. His motto in writing is “let’s make it make sense without putting you to sleep.”

When he’s not tracking gambling legislation or looking for the next breaking story, Ziv is living and dying with every pitch and play from his beloved Pittsburgh Steelers, Pirates, and Penguins. As a Pitt graduate, it’s a city loyalty forged in heartbreak, but one he wouldn’t trade for anything, except maybe a few more playoff wins.

When away from the keyboard, Ziv loves to hit the road and soak up the energy of casinos. Whether strolling the neon jungle called the Vegas Strip, or wandering into a smoky riverboat casino in the Midwest, Ziv’s in his element. He’s the guy chatting with players, blackjack dealers, and asking pit bosses way too many questions, all in the name of “research,” of course. The casino floor isn’t just his workplace, it’s a weird and wonderful ecosystem of flashing lights, wild characters, and pure sensory overload, and he wouldn’t have it any other way.

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