Drake Laments The ‘Other Side Of Gambling,’ Revealing Almost $20M Loss

Drake is speaking up about the not-so-glamorous parts of gambling, admitting that he has suffered some big losses.

In recent years, the rapper has become the face of gambling following a multi-million-dollar deal with the online Casino company, Stake.

However, in an unprecedented move, Drake, who bragged about taking home $40 million just months ago, decided to be relatable to his fans in a recent post.

In an Instagram Stories update, the Canadian rapper was transparent with his followers about how much money he bleeds from placing bets.

Per PopCrave, he uploaded a screenshot of his records, revealing that he spent a whopping $125 million in a month on just gambling, but ended up with a loss of $8.2 million. Detailed in the image was also a $50 million bet the “Nokia” rapper placed under a week. Unfortunately, he ended up losing $5 million.

Another bet of $75 million, placed in a period of two weeks, resulted in a loss of $5 million once again. Although the image doesn’t specify the periods of the bet, in total, Drake seems to have lost almost $20 million.

“Gotta share the other side of gambling, the rapper candidly wrote alongside the screenshot before adding:

“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.”

Drake’s gambling records wasted no time making rounds on the internet, and fans heavily criticized him for his excessive spending.

“Wasting 5 million dollars just like that and there are people starving every day,” one comment read.

“He’s obviously not good at picking the right hits, needs to stop gambling,” a second fan advised, while another called him a “Certified Loser Boy,” a play on his sixth studio album, “Certified Lover Boy.”

Other concerned fans theorized that the five-time Grammy winner might have a gambling addiction. This user predicted, “What a deadset loser. If Drake keeps this up, he’s going to be broke one day.”

A fifth fan added, “As Kendrick said, bro definitely has gambling problems.”

Drake’s candid revelation comes a month after he blamed his fellow Canadian, Justin Bieber, for losing a million dollars.

As The Blast reported, the “God’s Plan” rapper placed a $1 million bet on the Toronto Maple Leafs to defeat the Florida Panthers in May 2025. Unfortunately, luck wasn’t on his side with the Panthers leading 6-1.

Rather than take responsibility for his poor predictions, Drake pointed accusing fingers at Bieber. He claimed that the “Baby” singer’s surprise appearance at the game brought bad luck.

In an Instagram Stories update, he simply wrote, “Bieber curse.” The 38-year-old placed two separate bets totaling $1.25 million, with potential earnings exceeding $4.1 million.

Although the “Degrassi: The Next Generation” alum has been on a losing streak lately, that hasn’t always been the case.

Recalling how he “hit like eight out of 10 numbers” playing roulette, the rapper said: