The first three years, everyone thought I was his mom. Sandy is a cute Jewish woman who looks nothing like me, but you’ve been in the club, you know—if I’m older than everybody, and I’m in the VIP, I must be Drake’s mom!
So he’s standing there, his hand wrapped around the neck of this thousand-dollar champagne bottle. I pull it to me. I’m not a big drinker, I’m a total lightweight—I’m a daiquiri drinker, or margaritas, but champagne just knocks me out. So I don’t know anything about it, don’t know this one’s so expensive. I’m like, “You don’t think you’re gonna drink this whole thing, do you honey? You can have a GLASS.” He looks at me like I’m crazy! So I call over the management and tell them Drake needs water, and they bring me a whole case! There are more and more people crowding in here, I’m getting crowded to the back, so I start passing a bottle of water through the crowd. His bodyguards are all looking back at each other, like, “What is this?” And I’m just mouthing, “GIVE IT TO DRAKE.”
Finally it gets to Drake, and the bodyguard just points right at me. Literally, Drake’s shoulders go down six inches. Totally resigned. But, he drank the water. He got it!
What a dude.
I’ve never had anyone trust me implicitly like he did. He really opened up his heart and his brain. Even after all this time, he rarely doubts me. He wants to get better and he did from the very beginning. I’m very proud to say that even when I’m not there, he’s drinking water. He says “Goodnight, God bless, I’m Drake, take care,” and he gets offstage and starts cooling down his voice. He takes a chef with him, he works out. He’s doing it on his own now.
–Jia Tolentino, at Jezebel, in a long conversation with Dionne Osborne, the vocal coach who helped train Drake.