Season 2 premiere: While tracking down a man wanted for making unwanted advances on a 14-year-old girl (Kaitlyn Dever), Raylan renews acquaintances with the matriarch (Margo Martindale) of the Rabbit Holler crime family, and her sons (Jeremy Davies, Joseph Lyle Taylor and Brad William Henke). Meanwhile, Boyd Crowder sneaks out of the hospital where he's being treated for gunshot wounds and is once again on the loose.
Raylan and Tim transport a pregnant federal prisoner to a doctor's appointment, but things don't go as planned. Meanwhile, Loretta McCready learns that she'll be staying with the Bennetts. And Boyd Crowder takes a job in a coal mine. "My outlaw ways are behind me," he tells Raylan.
A church bus containing a shipment of painkillers is hijacked, and Boyd is considered the likely suspect. Roots-rock singer Dave Alvin performs in a sequence at a roadhouse, where Raylan is having a tryst with Winona.
Rachel's brother-in-law (Larenz Tate) escapes from a halfway house and the marshals must track him down; Boyd mulls an offer in Harlan that could prove dangerous; and Gary Hawkins (Williams Ragsdale) tells Winona that he wants her back but does so in an unusual way.
The state task force probing organized crime in Harlan County wants to borrow Raylan. The first order of business: find out who's cashing Walt McCready's benefit checks. Meanwhile, Boyd is involved in the mine-payroll robbery scheme; and Raylan's dad is arrested again, this time for violating his house-arrest "tether."
Three robbers, led by an aging ex-con who has emphysema and a history with Art, hold up a bank while Winona is in it. Meanwhile, the marshals question Boyd and Ava about the robbery at the coal-mine office.
The FBI flags the $100 bill that Winona had stolen, and Raylan does what he can to protect her. Meanwhile, the coal company hires Boyd to provide security at a civil trial in which the company's being sued by the family of a dead antimining activist.
Raylan is assigned to escort coal-company executive Carol Johnson (Rebecca Creskoff ) to Harlan for a community meeting about the company's plans for the county because fireworks are expected. Leading the opposition: Mags Bennett. Meanwhile, Boyd has been assigned to ask property owners to sign over leasing rights to the company. It's a thankless task. And Raylan concludes that Art knows about Winona's indiscretion.
Mags and Carol Johnson talk turkey, with Boyd sitting in and Raylan just outside, standing guard. Earlier, Coover overhears Mags talking about him to young Loretta McCready. He doesn't like what he hears.
Mags is "settling accounts" in the wake of Coover's death. That's good news for some and bad news for others, and the parties affected begin to square off. Meanwhile, Winona is initiating divorce proceedings, and Raylan is thinking about his future as well.
In the wake of the attempt on his life, Raylan sets out to discover who was behind it, and comes to realize he isn't the only target. Meanwhile, Boyd challenges Dickie Bennett for control of the Harlan marijuana business, and enlists Arlo in his effort.
Raylan is restless as Season 2 concludes, but full-scale war has broken out between Boyd and the Bennetts, and he finds himself in the thick of it as he searches for Loretta, who has gone missing from the Lexington foster home where she has been living.