Rebecca attempts to get back into Paula's good graces by babysitting Tommy (Steele Stebbins) for the entire weekend. Meanwhile, Josh comes to realize his feelings for Anna aren't reciprocal.
When Darryl sells the law firm, new boss Nathaniel threatens layoffs, which causes everyone to go into panic mode. Rebecca, however, goes to extreme measures in an attempt to save everyone's jobs.
When Rebecca and Josh attend a family Bar Mitzvah, she has to contend with her mother (Tovah Feldshuh) and rabbi (Patti LuPone), as well as childhood nemesis Audra Levine. Meanwhile, Darryl struggles with his office demotion.
Rebecca's father makes a surprise appearance, which gets Rebecca's hopes up for her future, while Josh takes a hard look at himself. White Josh and Darryl find themselves at an unexpected crossroads.
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.