Rebecca Bunch has always been wound a little tightly. It's something that served her well as she has raced up the ladder at her corporate law firm in New York. It may also be why she has no life. So when Rebecca bumps into Josh Chan - her handsome, long-ago summer camp-sweetheart - she knows that it's a sign. A sign for her to quit her job, drop everything, and move across the country to West Covina, California - where, in a huge, definitely-unrelated coincidence, Josh just happens to live. With her impressive resume', Rebecca quickly lands a new job at a local law firm, where her boss, Darryl, is more of a star-struck admirer than an authority figure. Not everyone is immediately enamored with the new hire, as the firm's head paralegal, Paula, is at first suspicious of Rebecca's reasons for relocation. However, in dealing with some secret personal troubles of her own, Paula becomes empathic to Rebecca's unrequited crush, and the two form a unique bond. Settling into her new Southern California surroundings, Rebecca eventually tears herself away from lurking on Josh's Facebook page long enough to agree to a date with Josh's friend, Greg, who works at the local sports bar. But Rebecca discovers her social media stalking has failed to uncover one important detail - Josh's girlfriend, Valencia. Rebecca's contagious, sometimes-delusional enthusiasm begins to stir the citizens of West Covina, including her cynical neighbor, Heather, shaking them up and giving them a new soundtrack to their lives.
Heather (Vella Lovell) and Valencia (Gabrielle Ruiz) both have changes in their lives which leaves Rebecca (Rachel Bloom) reeling. Meanwhile, Paula (Donna Lynne Champlin) has to adjust to some good news/bad news from her eldest son.