Drake said he’ll give away 10% of his online gambling winnings to one lucky fan during a three-night livestream event on Kick, he announced via his Instagram. The streams, scheduled for Dec. 21-23, will feature Drake playing on Stake, the crypto gambling platform he’s promoted for years, with one viewer slated to receive whatever he wins over the three nights.

This generous giveaway comes at a time Drake labeled his “roughest gambling year” as he’s looking to end 2025 on a high note. Drake recently took a huge loss betting in the infamous Jake Paul vs. Anthony Joshua boxing match, putting $200K on Paul. Had he won, Drake would have been up $1.64M. The loss reignited a running joke about the “Drake curse.”

Drake’s promotional posts tie the livestream to Stake activity, continuing a public relationship between the Grammy-winning artist and the platform that’s drawn both attention and criticism.

The rapper’s public gambling pushes have sparked wide scrutiny. Earlier this year, he was hit with a lawsuit alleging his promotions glamorize online gambling and mislead fans about the risks. That ongoing legal attention adds some context to Drake’s decision to spotlight a fan payout rather than simply broadcast play for viewers.  

This isn’t Drake’s first big, public betting moment. His social streams and high-stakes wagers have become part of his public persona, from rented club roulette sessions to sportsbook bets, Drake uses the Kick streams events for fan engagement and gambling spectacle. 

Critics worry that livestream giveaways normalize risky betting behavior for impressionable fans  while supporters said the promo is a holiday-style fan thank you. Here’s hoping Drake’s losing streak stops and a fan can reap the big bet benefits.