Mike takes a job chauffeuring loanshark Jack Shannon, but begins to have doubts about the wisdom of doing so after Grizz and Marcellus warn him that he's headed down a slippery slope. After he's goaded into beating up a man to collect on a debt for Shannon, Mike realizes that his friends are right that he's headed for trouble, and tells Shannon he's quitting. Shannon tries to entice him to stay by offering to call in a favor with the District Attorney and have the case which led to Mike's dismissal from the force thrown out. Although he's sorely tempted, Mike turns Shannon down. After Mike leaves, Marcellus appears and is greeted warmly by Shannon.

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Starting out fresh, Mike puts some distance between himself and Marcellus, grieves over Grizz's transfer to New Orleans, and moves into a new house, where he meets his energetic new neighbor, Liz Garza, who turns out to be an ex-nun turned probation officer; Jamie Farrell, a young man with a troubled past who isn't quite what he seems, enlists Mike's help after he witnesses a quadruple murder and is pursued by the D.E.A. agents who committed the crime; Mike seeks out Marcellus for information, and is warned to steer clear; risking his career, Marcellus saves Mike and Jaime from certain death at the hand of the agents; faced with a serious illness, Marcellus reaches out for Mike's friendship.

Mike helps an amnesiac regain her memory to uncover who has marked her for murder; working with Mike, Jaime uncovers her unsavory past, but not before Mike falls for her; Jamie pretends to be Marcellus to impress a girl he meets online, and Marcellus goes along with it, in exchange for Jamie's painting his kitchen.

As Mike and his passenger exchange ""she done me wrong"" stories, he reminiscences about the time he almost fell for the charms of a greedy woman whose doctor lover deceived her husband into believing that he was dying. Marcellus arrests her lover for helping her husband arrange for a hitman so that his wife could collect on the double indemnity clause of his life insurance policy, but is unable to file charges on the woman both Mike and Marcellus believe was behind the entire plot.