Cut to Madeline pacing the lobby at the records office as Michael VOs, "When you're blackmailing someone, you have to be cruel to be kind. Show any sympathy for your target and you only make it worse. You have to be the bad guy. Let them feel they have no choice. It's easier that way. Easier for them, anyway." Tina comes out, showing off her new haircut. It looks a lot like Madeline's, which is certainly an improvement on the Julius Caesar 'do she was rocking before. She invites Madeline on back to her desk.
At her desk, Madeline is dropping to stone-cold shit on Tina. Tina protests that she can't get that many files that quickly without giving herself away. "I don't want to hurt you," Madeline says with a very convincing lack of conviction. Tina realizes she's being blackmailed, and breaks down in tears. There's some of those Judging Amy chops. Mirroring their first encounter, Madeline hands her a tissue, and coldly says Tina can come up with a story about where the documents are. "You know I'm going to lose my job," Tina sobs, "and you don't care." Madeline says Tina can get another job if she behaves. I have to say, I'm seeing a flaw in this blackmail scheme, which basically consists of "If you don't want to get caught for this thing you did, do more of that same thing that will certainly get you caught." I understand leverage, but the fulcrum in this case seems misplaced.
But it seems to work, because outside, Madeline shoves her file-stuffed beach bag into Michael's hands and walks away. When he asks if she wants a ride, she yells back that she'll take the bus. Better hope that bus doesn't get pulled into an insurance scam.
Later, Michael and Sam are in their respective vehicles (Sam in a rusty old sedan outside Ryan and Connor's lunch hangout, with Michael elsewhere in the Charger), discussing the next stage of their plan over the phone. Michael says a city vehicle has been conveniently parked on Halston, and Sam says the goods Madeline got are really good. "Put this thing in the right place at the right time, whole thing comes crumbling down." Then Sam switches to walkie-talkie to report to Fi that Ryan is just leaving the bar. "This should be fun," Fi says. Over his own walkie-talkie Michael reminds them (that is, Fi) to stay focused. "My mother may never speak to me again after this job, so I want to make sure it was worth it." Well, that sounds like its own reward. "And, go," Sam says.