Later, Sam's with Michael, Fi (who is chewing gum and playing with her hair in an apparent attempt at broad parody of Tommy's "girls back home"), and Tommy at dinner, as Michael VOs, "Sensitive operations often depend on knowing how hard to laugh at the boss's jokes." Clearly they're struggling with that, because they all just laugh as hard as they can. Fi in particular is sucking up to Tommy with a Jersey accent straight out of Grease 2. Changing the subject to business, Michael makes up stories about how he, "Brianna" and "Big Chuck" used to steal cars. Tommy says they're not thinking big enough, and tells them some fish stories about his own past scores. The team acts impressed, and Michael asks Tommy if they could come along on one of his jobs. Tommy, feeling flattered and expansive, says he'll give them an audition that very night.
Later, it's dark as they walk down the street, Tommy lighting up as he boasts that he's down to one cigarette a day. They're heading to a dry cleaners down the street, the robbing of which Tommy says he already has all figured out, "like clockwork." He rattles off the plan: "Big Chuck over here [meaning Sam, of course] throws a few rocks at the place, gets the guy to come out... Then the little lady runs over, spray-paints the security camera by the door." He hands her a can of red from his bag, which she says is her favorite color. "Then me and Milo run in, grab the cash, and run out the back." Michael has noticed that the camera is attached to a cable, and acts like a confused dumb guy as he pretends not to get whether "Brianna" needs to use the spray paint to eliminate the camera. "Or...did you want her to cut the cable on the roof?" Impressed, Tommy opts for the latter. He then pulls out a little snub-nosed revolver, which he says isn't loaded. It's just for pointing at the guy to scare him if they need to. Sounds like a stellar way to get killed. He shows Michael how to hold it sideways. "That's how they do it now," he explains. Oh, Tommy, that is so nineties. But at least it's a decade ahead of his wardrobe. Satisfied with Michael's sideways-gun-holding technique, he puts his crew into motion.