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Drake lost $2.5M in a week on Conor McGregor, Argentina gambling losses

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Last updated: July 20, 2026 10:20 pm
amedpost
Published: July 20, 2026
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Gambling content 21+. The New York Post may receive an affiliate commission if you sign up through our links. Read our editorial standards for more information.

The Iceman strikes again.

Drake’s terrible record when betting on major sporting events is becoming the stuff of legend in the worst way possible.

Drake’s sports betting results over the month are the latest example that gamblers should probably cash out their wagers if they find themselves on the same side as his sports betting picks.

The polarizing rapper wagered $1.5 million on Argentina to defeat Spain in Sunday’s World Cup with a chance to win more than $5.1 million on the gambling platform Stake.


A betting slip showing a stake of $1,500,000 on Argentina to win against Spain, with a potential payout of $5,175,000.
Drake went all in on Argentina to repeat as World Cup winners.

The massive wager came on the heels of another huge bet that he placed on Conor McGregor’s return to the octagon. Drake had a $1 million wager on McGregor to beat Max Holloway at UFC 329, which would have paid out more than $2.8 million if Notorious won.

But the Drake curse proved to be alive and well.

McGregor, tore his ACL trying to pull off an unnecessary flying kick to open the fight and lost by TKO in just 69 seconds in arguably the most embarrassing loss of his career.

The World Cup was more of a slow death for Drake’s betting ticket.

Spain stifled Argentina’s attack all match and prevented them from getting a single shot on goal. Argentina, which had regularly pulled off dramatic comeback wins, couldn’t muster the same magic in the championship match, especially after losing Enzo Fernández and having to play a man down.

In the span of eight days, Drake donated $2.5 million to bookmakers on just two bets. While he did win $1 million betting on Canada to beat South Africa in the Round of 32, that only negated his $1 million dollar loss from betting on the Patriots in this year’s Super Bowl.

Drake summed up his latest loss perfectly in his Instagram caption touting his Argentina wager before the match, “What’s that saying??? Better luck next time…”


Why Trust New York Post Betting

Malik Smith has been immersed in the sports betting industry since 2017. He’s a data nerd with a particular focus on the NBA and combat sports. He spends his weeknights in the winter looking for edges on plus-money NBA player props.

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