Rebecca, unsatisfied with Paula's ideas to build a case against Josh, turns to Nathaniel for help crafting a truly evil plan. Meanwhile, Josh finds becoming a priest is harder than he thought.
After encountering a major setback in her plan to get even with Josh, a panicked Rebecca starts a smear campaign to discredit Josh before he can turn everyone against her.
Rebecca goes home to Westchester where she draws closer to her mother and tries to find a way forward. The friends and co-workers she left behind, including Paula and Nathaniel, struggle with their emotions regarding her departure.
Rebecca discovers the powers and limitations of altruism as a new, unexpected bromance forms between two other characters. Special episode featuring the 100th song milestone of the series.
Rebecca and Nathaniel starts having an affair while Nathaniel continues getting serious with Mona. Paula hires Sunil for helping out with the work and the other employees but he realizes Paula is the 'Office Bitch'.
