Drake Reveals Massive Sports Betting Losses: ‘Gotta Share the Other Side of Gambling’
🎲 Drake Reveals Massive Sports Betting Losses: ‘Gotta Share the Other Side of Gambling’
Toronto rap powerhouse Drake isn’t just topping music charts—he’s also making headlines for the staggering sums he’s wagered recently. In a candid move, the 37-year-old artist opened up about his heavy betting streak and the financial toll that comes with it.
💸 Latest Loss: Over $1 Million on Maple Leafs
In May 2025, Drake dropped a jaw-dropping $1 million USD on the Toronto Maple Leafs in their pivotal Game 7 against the Florida Panthers, selecting them as a moneyline underdog .
Not only that, but he also placed $250,000 on them winning by two goals—another bet gone wrong.
With the Leafs’ 6–1 defeat, he lost a total of roughly $1.25 million—a fresh and highly publicized blow to his bankroll .
📉 A Pattern of High-Stakes Gamble and Loss
Drake’s gambling history isn’t a one-off:
He lost $565K betting on Tyson Fury against Oleksandr Usyk in May 2024.
Earlier in 2025, he suffered another massive loss—$500K on the Edmonton Oilers in the Stanley Cup finals, followed by $500K on the Dallas Mavericks in the NBA Finals.
In April 2025, a streamed session on Stake.com with Adin Ross reportedly saw losses of nearly $1 million, though offset by up to $3 million in streaming revenue.
🎙️ Drake Owns the “Other Side of Gambling”
Unlike most celebrities who hype up wins, Drake has been transparent about the downside:
“Gotta share the other side of gambling,” he said—normalizing not just the flashy wins, but the real losses too.
Still, his openness hasn’t exorcised the myth of the “Drake curse,” the tongue-in-cheek belief that any team he bets on is doomed to lose .
🍿 Cultural Ripple Effects
Fan Concern: Some question whether Drake’s high-profile gambling normalizes risky behavior, especially among younger followers .
Celebrity Influence: Tied to his partnership with Stake.com (valued at $100 million/year), his gambling seems less personal and more promotional .
The “Curse” Lives On: Social media hubs like “Dallas Nation” and fan X accounts poke fun at yet another Drake-related jinx.
🔍 Why This Matters
Transparency: Drake isn’t sugarcoating the risks—he’s showcasing both sides of gambling in real-time.
Ethics & Influence: His massive platform and lucrative gambling deal spotlight the thin line between endorsement and encouragement.
Celebrity Culture & Consequence: The “curse” conversation keeps buzzing—but beneath it lies a broader talk about responsibility, odds, and consequences.
🎯 Final Take
Drake’s recent million-dollar losses—most notably on the Maple Leafs—underscore a shift in celebrity gambling culture. His message? High-stakes bets can hit hard—on both sides of the ledger. Whether this transparency is healthy or irresponsible depends on where you stand: is he showing honesty, or just fueling a problematic hook?
What do you think? Does Drake’s “other side of gambling” open a valuable conversation—or is it a risky celebrity tease?
