Neurotic lawyer Rebecca bumps into her high school boyfriend on the street and pursues him across the country on a misguided quest for true love.
Rebecca Bunch is a successful, driven, and possibly crazy young woman who impulsively gives up everything – her partnership at a prestigious law firm and her upscale apartment in Manhattan – in a desperate attempt to find love and happiness in that exotic hotbed of romance and adventure: suburban West Covina, Calif. (it’s only two hours from the beach! Four in traffic).
When Rebecca learns that Josh has a gorgeous yoga instructor girlfriend named Valencia, she is determined to learn everything about her. Rebecca attempts (unsuccessfully) to learn yoga, tries (unsuccessfully) to get into the local nightclub Josh and Valencia go to, and finds herself becoming a little too obsessed with Valencia.
In an attempt to get closer to Josh, Rebecca throws a housewarming party despite her lack of social connections in West Covina and a childhood fear of hosting parties. When Paula finally convinces her, the party turns out to be nothing like they anticipated.
When Rebecca learns that Josh and Valencia seem as happy as ever, she goes into a spiral and vows to make healthier choices. As a result, when nice guy Greg asks her out on a date, she wonders if that is the path towards a happier life.
After Rebecca and Greg’s disastrous date, Greg accuses her of being a terrible person in front of Josh. Rebecca takes drastic measures to prove she is a good person, which includes helping Darryl with his messy divorce. Meanwhile, Paula takes over the office as the boss for the day.
Rebecca scores an invite to the Chan family Thanksgiving festivities, where Josh’s parents fall in love with her much to Valencia’s dismay. Meanwhile, Greg struggles with taking care of his dad and wanting to pursue his dreams.
Rebecca has a tough week after learning some news about Josh and someone surprising shows up to help her - Dr. Phil. Paula is pursued by an important new client Calvin and not just professionally.
It is the holidays and Rebecca’s mom decides to come visit her in West Covina. Old habits die hard and Rebecca, eager to please her mom, embellishes some facts about her life, which all comes crashing down at a local holiday event. Meanwhile, Greg spends Christmas Eve with his mother and discovers he actually might be the problem relative.
Rebecca rents a party bus to take Josh's friend group to the beach in order to impress them. On the trip, she learns more about her new friends than she expected and makes a surprising revelation herself.
After Rebecca finds out about Josh volunteering at a camp for at-risk youth, she decides to use the situation to remind him about their time together at camp.
Rebecca mistakenly sends Josh a text meant for Paula and takes drastic measures to ensure he never sees it. Meanwhile, Paula and her husband attempt to rekindle their relationship, only to be thwarted by Rebecca.
After the texting debacle, Rebecca attempts to recover by pursuing a case she thinks will bring her closer to Josh. Darryl tries to reconcile his feelings for White Josh, while Greg is obsessed with trying to uncover Rebecca’s real motives for taking on the case.
Rebecca and Josh head to Los Angeles to present their case, which also forces them to confront their long buried feelings. Greg grapples with his feelings for Rebecca, while Darryl and White Josh continue to explore their newfound feelings for one another.
Rebecca learns that Josh has conflicted feelings for her and Darryl wants to let everyone know about his newfound bisexuality. Meanwhile, Greg must figure out how to work alongside Heather post break-up.
Rebecca gets stuck on a plane with her therapist, who takes her on a surprising journey. Meanwhile, in West Covina, Josh, Paula, Darryl and even a reluctant Greg come together to find Rebecca.
Rebecca is determined to get her life on track so when Josh's sister asks her to be a bridesmaid, Rebecca decides to use her role to make things right with Valencia. Paula cannot accept Rebecca's new mindset while Greg, when helping someone else with their love dilemma, makes a realization of his own.
Rebecca is hiding a big secret from Paula, which begins to affect their friendship. Josh and Greg switch roles when Josh makes a discovery that angers him, while Greg is happier than he has been in a long time.
Rebecca's relationships are tested as she tries to navigate her friendship with Paula, her history with Josh and her connection with Greg. While at Josh's sister Jayma's wedding, Rebecca's world is turned upside down.