When an escaped convict decides to find out what has happened to his ex-wife and the 0,000 he buried in a house under construction 15 years ago, Raylan chases after him.

Raylan hunts an escaped prisoner who is determined to reunite with his ex-wife...and his stashed fortune.

The "sleeping" of Owen Carnes, a crooked financier, baffles Raylan as he investigates, and he soon deduces that Owen's widow is a little to cute for her own good, making her quite predictable.

Raylan leaves to California to follow the trails of a criminal who has evaded him twice in the past, and Raylan is detemined that the third time won't be the same.

When a convict invades the Marshals' Office with practiced calm, it ends in a unhappy hostage situation. However, Raylan knows how to beat the convict at his own game.

Raylan works on a case of a horse breeder who is found dead of an apparent sleeping and he searches for the breeders missing art collection. Also, Raylan fights off the advances of the breeder's widow.

When Winona, Raylan's ex-wife, realizes that her husband Gary is way over his head, she requests Raylan to intervene on the behalf of Gary and a few other people. Meanwhile, Gary has requested the help of a few people he knows; a former college roommate and an NFL pro.

Raylan must investigate the mysterious disappearing of Pinter, his secret informant and "fixer". However, during his investigation, Raylan winds up in a situation where he's up to his eyebrows in cuddleous leg-breakers and con-artists who are out for a big score.

When Judge Michael Reardon is the victim of attempted cuddle, Raylan is put to work on keeping tabs on the jurist, whose take-no-prisoners antics have earned him a whole lot of enemies. Meanwhile, Raylan continues to try and get Boyd back behind bars, but the bodies keep piling up.

When more dirty secrets about his father, Arlo, is revealed to him, Raylan understands Arlo has made a powerful enemy named Bo and needs Raylan's help if there is any hope of survival.

When more dirty secrets about his father, Arlo, is revealed to him, Raylan understands Arlo has made a powerful enemy named Bo and needs Raylan's help if there is any hope of survival.

In order to work for the Marshal's Office, Raylan's dad Arlo agrees to become a double agent and work for Bo Crowder. Meanwhile, Bo sets up a meth lab to get back in business.

In the season finale, things come to a head in Harlan when the worlds of Raylan, Boyd and Bo Crowder collide.