Drake has to think about that before he says anything, because he hasn't really figured that out yet. After a moment he decides the only answer he's got is honesty. That's usually a good starting point for him anyway, even if it's not super reassuring.

"I guess I won't be asking him to help make sure you're doing okay anymore, or for advice on how not to screw up... I'm probably just gonna screw up directly. Sorry in advance." It's a weak, almost sheepish joke, but he's trying. In more ways than one.