It's deliberate he brings it up once again, though possibly not for the reasons Rosita thinks. Maybe they'll get there, maybe they won't. Drake's willing to explain himself but right now he's sticking to the questions directly being asked.

...whether or not Jesus seems interested has him grinning.

"Could go either way, we've had other stuff to talk about. He's still feeling things out right now and that means the city as much as the people in it. Certain things are best to look into during a grace period anyway." Hint hint, Rosita. That's why he brought it up more clearly.