Last Night Drake won $4m playing Roulette. What will he win tonight?

It's the holiday season, you’ve had your share of losses, and suddenly there’s a chance not only to hit a big win, but to share that moment with others. That’s exactly the vibe Drake brought to his special Back-2-Back-2-Back live streams on kick. Over three nights from yesterday through 23 December, the Canadian rap superstar has teamed up with crypto casino Stake for a festive gambling spree on the streaming platform Kick where he shares 10% of his wins with fans.

Drake’s event is spread across three consecutive nights (Sunday Dec 21 through Tuesday Dec 23 2025) on his official Kick channel. Instead of a one-off stream, he decided to go “back to back to back”, making each night a new chapter of suspense and excitement. During these streams, Drake plays casino games (mostly roulette, his favorite) on Stake.com, and the twist is what happens at the end of each session: 10% of Drake’s final Stake balance for the night is set aside for viewers. That amount gets split equally between five lucky winners drawn live on the stream. 

What’s great is that the winners are picked in real time on stream, which adds a lot of suspense and community buzz. Everyone watching knows that as Drake’s balance climbs with each lucky spin, the eventual fan prize pool climbs too.

The format blends entertainment with interactive lottery vibes – you’re not just watching Drake gamble, you’re also holding your breath hoping your name might pop up when he does the giveaway. 

The entry process is actually pretty straightforward. First off, this whole giveaway is for Stake users so you need a Stake account.  You then need to watch the live stream at kick.com/drake.

The prize is paid out directly into the winners’ Stake accounts within about a week after the stream, in either crypto or fiat currency as decided by Stake.

Let’s talk about Night One (Sunday, Dec 21). Drake went live on Kick alongside a fellow streamer friend who goes by BenDaDonn. Right off the bat, the mood was light and playful. Drake even greeted viewers with a “happy holidays” vibe, saying he knew everyone was there “for one reason and one reason only” - the big giveaway - but he was determined to make it entertaining along the way. And entertain us he did.

The casino game of choice was roulette, as many of us expected. If you’ve ever caught Drake’s gambling streams before, you’ll know he has a favorite number: 11. He practically always slams bets on number 11, spin after spin. It’s kind of become his signature move – and on this first night, it paid off huge.

Imagine the scene: the roulette wheel spinning, Drake and BenDaDonn leaning forward intensely, and then boom – the ball lands on 11. Jackpot. Drake hit his lucky number not once, but twice during the evening with massive bets riding, triggering back-to-back seven-figure wins. The first time it happened, he won around $1.1 million in a single spin; the second time, it was roughly $1.17 million on 11 again, an even bigger hit.

I remember Drake’s reaction – he jumped up from his seat, laughing and shouting in disbelief, and BenDaDonn literally fell out of frame for a second, that’s how crazy it was. The chat went absolutely wild, thousands of people spamming “🔥🔥🔥” and “11!!” as the virtual confetti flew on screen.

By the end of Night One, Drake’s Stake balance had soared past $4 million thanks to those lucky spins and a string of other wins. Just to put that in perspective: that meant about $400,000 was earmarked for the viewers’ prize pool that night (since 10% of $4M = $400k). Split between five winners, each person was looking at roughly $80,000 coming their way. 

The stream wasn’t only about the money though. It genuinely felt fun and personal. Drake was sipping on a drink, cracking jokes, and chatting with viewers.  Drake also used the stream to tease some new music. He gave us a preview of a track called “National Treasure,” which had leaked before, playing a snippet for the Kick audience. And he finally addressed the elephant in the room – his much-anticipated upcoming album ICEMAN. “I know what you’re waiting on, trust me, we cheffin’,” Drake said, grinning at the camera.