[ Well, if he asked it's because he's curious. Jim just doesn't want to upset him by getting too— personal? Not sure if that's the right word, but close enough.

Anyway. ]

You're used to being on your own. You feel like the world has deserted you and your experiences taught you that it's easier to just rely on yourself, do what it takes to get what you want. And you've been alone for so long that I think you no longer know how to trust people.

[ Yeah. Too personal. ]

You seem lonely.