The thing is, he doesn't have to impress her. At least not like that. Carol is way more interested in how he talks about ships and his relationship with Chewie over his skills as a smuggler. He must be decent if he hasn't gotten caught yet. She's asking because she wants to know more about him as a person.

"And you like it? Or at least well enough?" She's got the sense that people kind of have to make their own way in this galaxy, and it was harder to do that than in her home galaxy.