Having been that quasi-woman, I can tell you the guy usually gets very aggressive and loud.

A better option would be to start asking things like, "So, what do you do for a living? Do you have certain goals? What's a typical day for…

Having been that quasi-woman, I can tell you the guy usually gets very aggressive and loud. Or, they try to poke holes in what you've said. I've never seen it turn out well.

A better option would be to start asking things like, "So, what do you do for a living? Do you have certain goals? What's a typical day for you like?"