Newly-divorced Valerie and her teenage daughter, Laura, move in with Valerie’s younger brother, Alex. A committed bachelor and casual dater, Alex sets Valerie up via his popular dating website.
Valerie tries to take her friendship with fellow therapist Jennifer to the next level. Alex considers an offer from a venture capitalist to keep Snooger from going under. Laura considers joining a homeschool study group.
Alex hosts a dinner for his new business partner Jordan, only to be confronted with someone from his past. Valerie joins Jennifer for Game Night with her friends. Laura gets to know one of the girls from her home school group.
Valerie considers her fertility options after a visit with her doctor. Alex reexamines a relationship with an ex-girlfriend. Laura and Aubrey bond over a secret.
Valerie is set up with Jennifer's friend, but her mind is on another person; Alex hopes to impress Sarah with an engagement present; Laura's friendship with Aubrey gets personal.
Valerie must choose between two very different men; Alex's relationship with a young co-worker draws attention; Laura and Aubrey present an irresistible offer to Spencer.
After Sarah and Jordan's engagement party, Alex's personal and professional lives collide; Valerie reconsiders her decision; Laura's interest in Spencer results in complications.
Alex and Jordan battle over the future of Snooger; drama at home overshadows Valerie's trip with Jack; Laura wants to visit Spencer in the hospital, but encounters a problem.
In the wake of Charles’ death, Alex and Valerie adjust to their new lives apart. Laura schemes to remove her tattoo. Dawn makes an unexpected announcement.
After the memorial, Alex and Valerie spend one last night roaming the streets of their old neighborhood and discussing where to scatter Charles’ ashes.
Valerie enlists Leon’s help to accept delivery of a new dining room table. Alex pitches his business idea to investors. Laura participates in a sex study.
Alex reconnects with Emmy. Valerie upgrades her wardrobe before the first day of a storytelling class. Laura starts a new job collecting signatures for a ballot proposition.
Valerie’s fling with her classmate gets more complicated than she had hoped. Laura uncovers troubling information about her ballot proposition. A date inspires Alex to consider his future.
Alex reacquaints himself with the demands of working full-time. Valerie catches up with Jennifer and learns an intriguing secret about Jack. Laura goes door-to-door collecting signatures, while interning for a new environmental group.
Alex makes an unlikely friend at work while trying to unearth the identity of Valerie’s brother. Laura’s relationship with Casey intensifies. Valerie finds her new arrangement with Jack maddening.
Valerie and Jack drive to Fresno to meet Valerie’s half-brother. Laura considers whether to speak at a town council meeting. Alex’s plan to impress a co-worker backfires when his house is taken over by a YouTube celebrity’s photo shoot.
Alex searches for answers after losing his sexual powers. Valerie obsesses over Jack’s choices while planning a double date with Alex and Judy. Laura finds herself lost after a hard goodbye.
Valerie is roped into being a bridesmaid for a wedding she thinks is ridiculous. Alex and Judy revel in their new romance. Laura raises money for a move to Sacramento.
It’s 1999. A young Valerie and Alex prepare for an unexpected pregnancy. In present day, Laura visits Casey in Sacramento and Valerie’s relationship with Jack reaches a breaking point.
Valerie tries to repair her relationship with Laura while confronting resentments she harbors towards Dawn. Alex resolves to embark on an epic camping trip – but is epically derailed.