Roman is good at three things: an upper right hook, ruining potential dates, and painting. At least the latter provides an income. And is much better than graveyard shifts at diners. So he takes the interview to be an artist (of sorts) with a small company (kind of) that may or may not be (definitely is) the mafia. Chicago is full of all kinds of dangers, but Roman has to admit that having a good-looking boss might make his sketchy employment worth it. Maybe.