"Kid, you can have all of that and more once we get up there. We're gonna be swimming in money, you won't even know what to do with all of it," Sinclair says, patting Jack's knee.

Okay, he's collected himself a bit more, that's good. That's progress. So Sinclair ventures a question.

"...Are you alright?" he asks. "I mean I know things are rough down here, I know you've had it rougher than most, but...are you sure there's nothing else?"

Don't get him wrong, he's not asking out of concern, though maybe (hopefully?) it sounds that way. There's something to figure out here and he very much intends to do just that. One way or another.