Three weeks after the events of season 2, Raylan, recovering from his gunshot wound, is visited by Boyd to answer questions about missing marijuana. When Raylan refuses to hand over Dickie, Boyd attacks Raylan and is arrested. He relays orders through Ava, who has to deal with Devil's insubordination. Dixie Mafia associate Emmitt Arnett (Steven Flynn) is visited by Detroit enforcer Quarles ( Neal McDonough ), who demands repayment for a failed real estate investment. Arnett sends Fletcher Nix ( Desmond Harrington ) to rob a man to pay back the Detroit mob; Nix shoots the man after stabbing his hand with an icepick. Deputy Tim recognizes the MO and drags an unwilling Raylan to question Wynn Duffy ( Jere Burns ), for whom Nix works. Wynn denies involvement but warns Arnett, whose secretary, in league with Quarles, reveals to Raylan that Arnett is arranging a meeting that night with Nix. Arnett sends a bodyguard to the meeting while Nix sends a homeless man. Quarles shoots Arnett and his secretary. Raylan takes Winona to his apartment, where Nix is waiting to kill him under Arnett's orders, but Raylan gets the upper hand and shoots Nix. Arriving in prison, Boyd stares down a shocked Dickie.