Home Analysis Somebody Cut Drake Off
Analysis

Somebody Cut Drake Off

Canadian rapper's latest laundry list of gambling losses are troubling and intervention-worthy

Share
Drake-sports-betting
Alonzo Adams-Imagn Images
Share

Drake doesn’t have a minor sports betting problem. He appears to have a major one.

It’s not just that the 38-year-old Canadian rapper is bad at it, or at least forthcoming when he loses. He bets a lot. A lot a lot.

Yes, after, winning five Grammys, amassing more than 115 billion streams and broadening into tech investment and fashion, he has the loonies and toonies to spend. His net worth was $250 million in 2024, according to Forbes.

But according to a recent Instagram post, he wagered $125 million and lost $8 million just in the last month. He pledged to keep grinding, which he can afford for now, but most of those watching this glorified empire-liquidation can’t and shouldn’t be encouraged to aspire to it.

“Losses are so fried right now … “

Drake

“Gotta share the other side of gambling…,” said the post. “Losses are so fried right now I hope I can post a big win for you all soon cause I’m the only one that has never seen a max. [These] guys max once a week.”

Among Drake’s recent disastrous bets was a $1.5 million loser on the Toronto Maple Leafs to advance to the NHL’s Eastern Conference Finals. They lost Game 7 to the eventual Stanley Cup champions Florida Panthers.

Certainly, he must win sometimes. But someone needs to get his phone and delete the sportsbook apps –especially Stake, with which Drake has a endorsement deal.

Does Stake, which is based in Curacao and not regulated in Canada, even have to send him a check anymore?

For his part, Drake vigorously defends his wagering activity — like an addict would — and encourages fellow bettors to keep fading his picks.

In another Stake-branded post, he admitted: “I am a flawed sports bettor. I will not deny that. That’s not my gift. I’ll let everybody roll with it. I’m sure if you’re a Drake curse believer, there will be plenty more content in the future to confirm your theories because my slips do not cash out. But one day I’m gonna have a parlay that’s insane.”

Two other notable recent wagers:

  • $600,000 on an Oklahoma City win to finish the NBA Finals in Game 6. It didn’t happen.
  • $200,000 on the Thunder winning that game by 6–10 points. Indiana won 108-91. (Drake would have pocketed $1.7 million if both hit).

Maybe its a good thing Kendrick Lamar keeps hammering Drake in their one-sided rap battle. It’s an impetus to produce some new material and more streams. Better hurry up because football season is coming.

Better yet, somebody slow him down.

Share
Written by
Brant James

Brant James is a staff writer who covers the sports betting industry at InGame, from technology to trends to legislation. An alum of the Tampa Bay Times, ESPN.com, espnW, SI.com, and USA Today, he's covered motorsports and the NHL as beats. He also once made a tail-hook landing on an aircraft carrier with Dale Earnhardt Jr. and rode to the top of Mt. Washington with Travis Pastrana. John Tortorella has yelled at him numerous times.

Related Articles
Illinois sports betting turns 5
Analysis

Illinois Sports Betting At Age 5: Is Past Prologue?

A big market after a half-decade of sports wagering, the state faces...

judge-gavel-court-papers
Analysis

Tribes: Kalshi ‘Tramples’ On Sovereignty, Exclusivity

Tribal amicus brief in NJ-Kalshi case was the first of five filed...

Cincinnati Reds right fielder Will Benson (30) catch up to a hard-hit line drive off the bat of Seattle Mariners shortstop J.P. Crawford (3) in the third inning of the MLB interleague between the Cincinnati Reds and the Seattle Mariners at Great American Ball Park in downtown Cincinnati on Tuesday, Sept. 5, 2023. The Mariners led 2-1 after three seasons.
Analysis

Many Sports Betting Marketing Deals Will Expire Soon — And They’re Worth a Lot Less Now

The average partnership might be worth 30-40% less than in 2020

toronto-ice-rink-night
Analysis

Canada’s Ad Bill Reveals A Key Issue But Gambling Regulation Isn’t Parliament’s Job

Latest federal proposal would severely restrict gambling advertising