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- While away from the Marshall's office because of a forced "vacation," Raylan comes to the aid of his ex-wife after she is threatened by dangerous loan collectors who are looking for her husband.
- Raylan tries to find out who tried to kill him, but the investigation leads to an unlikely source. Meanwhile, Dicky retaliates after Boyd stakes his claim on the Bennett clan's marijuana business.
- Raylan helps Rachel find her brother in law, who has left a halfway house without permission to see his son on his birthday. He also begins investigating the oxy bus shooting and makes contact with the Dixie Mafia.
- After Winona realizes that Raylan didn't recover her counterfeit $100 bill from the bank robbery, she drops another bombshell on him. Meanwhile, the coal mine offers Boyd a new job more suited toward his skills.
- Boyd steps up his battle with the new preacher in Harlan, the marshals run into trouble trying to interview fugitive Drew Thompson's "widow," and Raylan confronts Lindsey's ex husband and tells him to leave town.
- While tracking down a familiar enemy, Raylan crosses paths with a pawn shop owner with connections with the Dixie Mafia, while Boyd and his new crew begin setting up shop in Harlan.
- Still recovering from his gunshot, Raylan takes himself off of desk duty when one of Wynn Duffy's associates is involved in a murder. Meanwhile, Ava takes over Boyd's business while he is back in jail.
- The crew goes after a pair of siblings who have taken their late father's trucking company from Santa to Scrooge.
- Raylan tries to make sure that Dickie Bennett isn't released from prison, while Boyd works to fix the election and get rid of sheriff Napier and Robert Quarles for good.
- Dickie Bennett sets out to find the money Ellstin Limehouse stole from him, Robert Quarles takes a shot at Boyd Crowder's protection business, and Raylan has a run-in with a couple of hitmen from Detroit after Quarles threatens him.
- Limehouse launches a plan that will get rid of all his enemies once and for all. But, will anyone take the bait? Meanwhile, Wynn Duffy works on getting Robert Quarles delivered back, dead or alive, to the Detroit mob.
- While Quarles winds up on the run from the marshals after killing a state trooper, Limehouse uses an inside source to get Boyd in trouble with the law.
- Raylan tries to find Winona after she leaves him, Boyd tries to find out who hit his crew's oxy clinic, and Quarles takes an interest in Raylan after he finds out that he has been asking questions about him.
- As Quarles prepares to corner the oxy market in Harlan, he gets a visit from the boss' son. Meanwhile, Raylan's interest in the enterprise gets him in trouble with the FBI.
- Quarles and Duffy kill Gary Hawkins and try to frame Raylan for his death, while also getting the FBI on his tail. Meanwhile, Quarles raises the stakes in his war with Boyd Crowder, and Ellstin Limehouse tries to decide whose side he's on.
- The marshals try to solve the mystery behind Waldo Truth's identity, Boyd gets an opportunity to confront his two biggest competitors, and Raylan makes an intimidating new enemy.
- While Raylan heads to the hills to find Drew Thompson, he discovers that Boyd is searching for him too on behalf of Wynn Duffy. Meanwhile, Colt tries to tracks down Ellen Mae after she runs away.
- Will Arlo reveal the identity of Drew Thompson to Raylan, or will he take the secret to his grave? Meanwhile, Boyd tricks the local mob and Wynn Duffy, and Colt is blackmailed over not killing Ellen May.
- While transferring Arlo's killer, former sheriff Mosley, to another prison, Raylan stumbles upon the identity of Drew Thompson. Meanwhile, Boyd and Ava discover that Colt did not kill Ellen Mae, and that sheriff Parlow is protecting her.
- Drew Thompson slips through the fingers of Raylan, Boyd, and the Detroit mob, and sets off a breakneck race to find him.
- Raylan takes the fight to Nicky Augustine after he threatens Winona and their unborn child, while Boyd and Ava try to dispose of Delroy's dead body before it is identified by the authorities.
- Raylan goes to Florida to deal with the Crowe family. Meanwhile, Boyd goes to Detroit to find a missing shipment of drugs.
- Loretta calls on Raylan when she and her boyfriend get trouble with drug dealers, Boyd tries to keep Mara Paxton silent and wait for his new shipment, and Dewey Crowe gets a visit from his cousin from Florida.
- Raylan is threatened by a mystery man at Charles Monroe's mansion, Boyd faces a surprise temptation while trying to figure out who stole his shipment, and cousin Daryl encourages Dewey to stand up to Boyd.
- Art stumbles on Theo Tonin's right-hand man while investigating Nicky Augustine's death, Boyd tries to tie up loose ends with Lee Paxton, the sheriff, and cousin Johnny, and Raylan tries to get the Crowes to leave Harlan.