Earl begins to serve his prison sentence. While he's there, he runs into Sonny, who teaches Earl the best way to go unnoticed. Meanwhile, Joy and Darnell are forced to take care of Randy while Earl is gone.
The warden offers Earl a month off his sentence if he can negotiate a truce between the African-American gang and the Latino gang. But during the negotiations, he learns that the two leaders are actually in love.
Earl runs into his old roommate Frank, who is in prison for a bank robbery that Earl and Randy were supposed to help with. However, Earl missed the robbery at the last minute because he married Joy the night before.
Earl tries to get Frank back together with his girlfriend after she breaks up with him, but he has second thoughts when he discovers that she'd be better off without him. Meanwhile Catalina gets a compromising cell phone photo of Joy.
The warden promises to take the last six months off of Earl's sentence if he helps him out of one final jam. It ultimately will require him to spend the remainder of his lottery winnings on putting on a prom in the prison.
Nothing can get Earl out of his coma, so Randy turns to a young faith healer from their past. However, the boy says that he no longer heals people because he discovered how Earl lived his life after he "healed" him the first time.
Randy discovers that crossing items off Earl's list improves his condition, but the first item he chooses, returning a stolen motorcycle, brings back a frightening memory from Randy and Earl's past that Randy had forgotten.
The next item that Randy tries to cross off of Earl's list involves ruining their parents' vacation--by leaving a duffel bag full of marijuana they found in the bed of their truck at their parents' house, only to have them find it.
Billie starts her own list, and she and Earl help out a grocery store bagger whom they share on their lists. However, Earl soon discovers that Billie doesn't completely understand the concept of karma and The List.
When Earl finds out that making up for all the bad things he did to women changes Billie's behavior to the good, he picks the worst thing he ever did to women on his list. Billie wants him to choose between her and his list. When he picks the list, she steals it and starts un-doing the items he has already accomplished.