On his twenty-first birthday, Sam Oliver discovers his parents sold his soul to the devil before he was born, and he must now serve as the devil's personal bounty hunter or Reaper, catching escaped souls and sending them back to Hell.
Sam and the boys return from a road trip and discover that they have been fired from their jobs and evicted from their apartment. Meanwhile, Andi refuses to patch things up with Sam, and the Devil returns with a new assignment. Sam must capture 20, then later 40, souls - all of whom are extremely violent. Sock and the guys move back in his mother's house, looked after by his new step sister, who Sock is very attracted to. The devil tells Sam that he is nothing special and all his children have failed him in his hope of bringing chaos to earth. Sam douses the souls with water and sends electricity through it, thereby electrocuting them back to hell. The Devil takes back his statement at the end of the episode. Sam asks for Andi's help in looking for an escaped soul, who somehow broke his deal with the devil after escaping, so they can have a relationship.
Sam's been given a new assignment from the Devil to capture a Mongol, but all he can focus on is finding out how Alan Townsend (guest star Sean Patrick Thomas) got out of his deal with the Devil. However, after Sam and Alan are attacked by two demons sent by the Devil, Alan refuses to talk to him any more and disappears. One of the demons takes a surprising interest in Ben. Ted is fired for harassing a secret shopper.
The Devil orders Sam to teach his spoiled son, Morgan, to have a stronger work ethic so he can take over the family business. Sam reluctantly takes Morgan with him to capture an escaped soul. Meanwhile, Ben believes Nina is turned off by his human form, and Sock uses Ted in a scheme at the Work Bench. Sam later finds out that his dad has come back from the dead.
Sam seeks help after returning an escaped soul to hell, who has left her baby behind; the baby is adopted by the returning Tony who names the baby 'Little Stevie' but the devil orders Sam to take the baby back from Tony. Andi learns that Sam is the Devil's son from Morgan and starts to feel uncomfortable around him.
The guys go on a road trip to locate an escaped soul, and they encounter a tentacled beast that is taking over a small town and is eager to dine on them. Meanwhile, Ben tries to give Nina more freedom, and Sock finally sleeps with his stepsister. The episode ends when Andi reveals that Sam's devil life is too much for her, so she breaks up with him.
Sam is forced to once again take Morgan on a soul catch, but Morgan takes off, leaving Sam to once again do all the work. Sam and the guys try to help the soul when they find that he is a virgin because he died before having sex. Meanwhile, Nina offers to take Ben flying, and Sam tries to make up with Andi who is being very difficult.
Sam is sent to the home of the Devil's lover Sally so that she can teach him more of the "family business". He initially refuses, but realizing she can possibly help him out of his contract, Sam asks her to teach him anyway.
Sam is tasked with getting Gary, a spoiled rich guy the Devil wants, to sign a contract selling his soul. Unfortunately, Gary is too clever, and manages to avoid all Sam's attempts to get him to sign on the dotted line.
Sam, Sock, and Andi go after their old high school teacher, Mr. Sprong, assuming he is the current soul they are trying to catch. The only problem? Mr. Sprong is still alive, and none too happy when they take him hostage to try to convince him not to press charges. Sock becomes the Work Bench mascot and competes with the Bargain Bench mascot in a mascot brawl.
When Nina returns from Hell with the information Sam needs, he's given a chance to fight for his soul. Ben's grandmother has Nina perform an exorcism. Sam decides to challenge The Devil to a game of quarters, which ends in a draw [which means Sam loses]. Later Andi puts up her soul as collateral so Sam can have a re-match.