Reaper

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.

Sam gets into a confrontation in his new job that ends badly. Sock tries to date a demon who has the ability to be anything she desires.

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.