Drake to Give Away Portion of Gambling Winnings During Livestream to Close ‘Roughest Gambling Year’

Drake wants to end his “roughest gambling year” with a giveaway, announcing a three-night livestream where he would share 10% of his winnings with one fan.

The livestream is taking place on Kick from December 21 to 23. They are tied to the rapper’s ongoing association with crypto-gaming platform Stake.

Drake Announces 10% Giveaway During Holiday Streams

Drake revealed on social media that he will host the three-night livestream series, during which he will gamble online at Stake and give one fan 10 percent of his total winnings from the sessions.

In his announcement on social media, Drake asked, “Can we end my roughest gambling year on a good note?” He added, “I want to MAXWIN and share 10% of it with you,” and encouraged fans to visit Stake for entry details, adding that the streams would run “BACK 2 BACK 2 BACK” over the three nights.

A Tumultuous Gambling Year

The giveaway follows a year marked by high-stakes bets and notable losses for Drake. The rapper has repeatedly shared his gambling activity publicly throughout 2025, often posting large wagers and their outcomes to millions of followers.

Most recently, he placed a $200,000 bet on Jake Paul to beat Anthony Joshua, which could have earned him $1.64 million. As Paul lost, jokes reignited online about the “Drake Curse.”

The “Drake Curse” is a long-running online joke suggesting that athletes or teams that Drake publicly supports or endorses lose shortly after. There have been multiple such examples.

In September, Drake put a $300,000 bet on Jannik Sinner to win the U.S. Open. He ultimately lost to Carlos Alcaraz. In June, the rapper shared that he had lost $8 million in a month, sharing with his followers the “other side of gambling.”

Drake’s public sharing of both wins and losses has made his wagering activity a topic of discussion. While it’s driving engagement, critics have criticized him for normalizing high-risk gambling behavior. They have also questioned whether the money he bets is actually his own or provided by Stake.

Two Class Action Lawsuits Over Stake.us

Drake’s promotional role with Stake and its U.S.-facing sweepstakes casino, Stake.us, has drawn criticism.

In October 2025, Drake and streamer Adin Ross were named as defendants in two separate class-action lawsuits filed in Missouri and New Mexico.

The plaintiffs allege that Stake.us operates as an illegal online gambling service, disguised as a social casino. The complaint further alleges that Drake and Ross normalize gambling behavior, drawing younger audiences.

Both lawsuits allege that the marketing strategy, including high-profile livestreams, disguises the true nature of the platform and may attract vulnerable players.

Fallout & Controversies With Stake

Drake has been a long-time promoter on Stake in a relationship that has not been without controversy.

Earlier in 2025, he had a widely reported public feud with Stake’s owners. Drake accused them of blocking withdrawals and questioned whether it was a personal issue. At the time, he told Ross that he had no intention of repairing the relationship.

He went further and said, “I’ll fight these guys at a Walmart, brother, let me know.”

However, shortly after the public dispute, Drake again appeared to place large, Stake-branded bets. That includes his wager on Sinner and continued posting gambling content tied to the platform.

Rather than confirming a formal reconciliation, the renewed activity raised questions about whether the fallout had been resolved behind the scenes or whether the earlier public clash reflected a temporary rupture rather than a lasting break.

Image credit: The Come Up Show via Wikimedia Commons (license)