In the season finale, Rebecca (Rachel Bloom) finds herself at a crossroads. Her father (guest star John Allen Nelson) makes a surprise appearance, which gets Rebecca's hopes up for her future, while Josh (Vincent Rodriguez III) takes a hard look at himself. White Josh (guest star David Hull) and Darryl (Pete Gardner) also find themselves at an unexpected crossroads. Donna Lynne Champlin, Gabrielle Ruiz and Vella Lovell also star.
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 bumped into Josh Chan – her handsome, long-ago summer camp-sweetheart – she knew that it was 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 résumé, Rebecca quickly landed 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 was immediately enamored with the new hire, as the firm’s head paralegal, Paula, was at first suspicious of Rebecca’s reasons for relocation. However, in dealing with some secret personal troubles of her own, Paula became empathic to Rebecca’s unrequited crush, and the two formed a unique bond.