When a Los Angeles dentist furiously rips the gold fillings out of an unruly patient’s mouth (sans anesthetic), it’s discovered this dentist isn’t just any dentist. He’s actually Roland “Rollie” Pike, a fugitive who escaped Raylan’s custody six years ago. Art sends Raylan and Rachel to Los Angeles to locate Rollie.

While Raylan and Rachel investigate Rollie’s dentist office alongside the other authorities, Rollie plans his escape to Belize with his girlfriend/receptionist Mindy. Mindy even smuggles some dental gold out of the office under some tamales a client had given Rollie as payment for dental work. When Mindy sees federal agencies at the office, she knows they’re after Rollie for more than just ripping the gold fillings out of a guy’s mouth. She confronts Rollie, who admits he used to launder money for a drug cartel.

When Raylan and Rachel discover the gold is missing, they figure Mindy must be working with Rollie. Raylan calls Rollie on Mindy’s phone and reminds him that if the cartel finds him before the authorities do, they’ll kill him. Rollie won’t turn himself in, though, and tosses the phone in a passing truck so it can’t be traced.

The cartel, meanwhile, already has guys looking for Rollie. Frank and Joe, a couple of heavies, recognize Raylan as the guy who killed Tommy Bucks. They make a call to the cartel bosses to find out how to proceed, and the bosses approve a hit on Raylan.

Rollie, meanwhile, goes to one of his patients, a woman whose family he’s done dental work for despite their inability to pay, and asks for help. He wants help finding a “coyote” to smuggle him and Mindy into Mexico. The woman’s father helps Rollie, but the woman herself calls the police about Rollie’s presence.

Raylan and Rachel don’t arrive in time to catch Rollie, but Raylan is able to convince the old man to tell him where Rollie’s meeting the coyote. Outside the house, Raylan notices Frank and Joe and he slips in the back seat of their car. Raylan tells them to leave town or he might have to kill them.

Rollie and Mindy meet the coyote and head for the border, but Raylan’s hot on their trail. He locates their abandoned car only a few minutes after they’ve left it. Unfortunately, Frank and Joe are right behind him. Raylan phones in for a helicopter… and an ambulance. Then he turns to face Frank and Joe, who are out of their car, guns drawn. Raylan gives them fair warning, but Joe keeps coming closer to Raylan, and Raylan has to put him down. Frank pretends to lay his gun down, then turns it on Raylan, and Raylan kills him as well.

Rollie and Mindy, meanwhile, are nearly at the Mexican border when their coyote turns on them. He demands more money than they have, and when they can’t pay threatens to rape Mindy. Rollie tries to defend Mindy and the coyote stabs him. But Rollie’s still got the strength to grab a rock and kill the coyote with it. He and Mindy continue on.

Raylan catches up with Rollie and Mindy right at the border. Rollie appears content to turn himself in and enter witness protection in exchange for testimony against the cartel, but there’s a sniper on the Mexican side of the border. Rollie’s shot but not dead, hiding behind a bluff while Raylan and Mindy hide behind the shell of an old truck. When the sniper stops shooting, Rollie guesses aloud that he must be circling around them to get a better shot. He fears the sniper will kill Mindy, too, and against Raylan and Mindy’s protests, stands up on the bluff, sacrificing himself for them.

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