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Drake’s love for gambling has been well-documented, whether it’s the OVO artist winning a million plus dollars when the Denver Nuggets won the NBA Championship in 2023. Or when he lost $565K after Oleksandr Usyk beat Tyson Fury in 2024.

In a new interview with the online casino Stake, the “NOKIA” creator talked about the most money he’s ever won, and how a stranger helped him.

“The biggest win I ever had, I was in Dave and Busters,” said Drizzy. “I was getting this random girl to call roulette numbers. For me, I hit like eight out of 10 numbers, and I think by the end of the night, we had won. Like, 38 million? 40 million? Yeah, $40 million … The craziest night ever gambling for sure, January of 2024.”

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