"Oh really?" Natasha's got an eyebrow raised, but that's just one of the things she likes about Chris. He's stupidly optimistic and doesn't realize the reality of a situation he's in.

Or chooses not to.

He reminds her the idea of innocence isn't a fairy tale. When he's not also being a colossal idiot.

"What are your long term goals?" This is a good topic to get on. If she knows what he's intending to do, she might be better able to help.