[Reno's eyebrows rose. That's right, Ai did have that one big-spender customer in particular, he must be a government official.]

Well...

[Sure, Reno was good at extracting information, but it was more along the lines of extraction that also included teeth and fingernails. The peaceful kind of weaseling that Ai was talking about was somewhat trickier.]

I'd say use flattery. Find out what he does, make 'im feel important, get 'im bragging. People love t' talk about themselves an' maybe he'll let some details slip that way. Get 'im drunk, fawn over 'im, hang on his every word even if it's really boring as hell.

... I can actually see you bein' pretty good at it.