A newly co-habitating Jimmy and Gretchen avoid a life of domesticity by partying non-stop. Edgar obsesses over Lindsay while an oblivious Lindsay makes a desperate attempt to reconcile with her husband.
Gretchen makes an attempt to reconnect with her old group of friends by throwing herself a housewarming party. Jimmy does his best to affirm his belief that friends are for babies. Edgar continues his pursuit of Lindsay, and Lindsay meets her estranged husband's new girlfriend.
Jimmy spends the day with an eccentric author on a day-long job interview. Gretchen deals with a work crisis. Edgar discovers the magic of improv comedy. And Lindsay gets served with divorce papers.
Jimmy discovers Gretchen's been sneaking out of the house at night and suspects she's having an affair. Lindsay's life spirals as she discovers she doesn't know how to live on her own. Edgar takes Dorothy out on a date.
Gretchen becomes fascinated by a slightly older, cool couple that appears to have it all. Jimmy employs a punishment-based system to ensure he meets his writing deadline.
Jimmy's trashy family comes to visit from England, much to Jimmy and Gretchen's dismay. Lindsay finds herself with a job for the day. Edgar bonds with Jimmy's little sister.
Jimmy gets closer to his bartender friend, Nina. Gretchen accompanies Sam to do a radio interview. Edgar attempts to make inroads with Dorothy's comedy friends.
Jimmy attends Becca and Vernon's baby gender reveal party. Gretchen takes care of some unfinished business. Edgar and Dorothy's relationship reaches a turning point. Lindsay confronts Paul.
After proposing to Gretchen and immediately abandoning her on a hilltop, Jimmy has gone into hiding in the middle of nowhere in an attempt to escape reality. Reality does not comply.
After Jimmy returns to Los Angeles, he attempts to make amends with Gretchen, leading to their first confrontation. Lindsay and Edgar enjoy their new friends‐with‐benefits arrangement while Edgar tries to show Jimmy that Gretchen wasn’t the only person he abandoned.
Jimmy learns that his literary novel is being marketed as erotica. While doing Vernon’s podcast, Gretchen realizes she’s been letting Jimmy off easy. When Edgar and Lindsay babysit Tallulah, Lindsay learns for the first time that she’s capable of love and Edgar tries a new technique to pick up women.
Gretchen has moved back into the house and plays mind games with Jimmy, sabotaging his first interview for the new book. Seeing an opportunity in Gretchen’s return to the house, Edgar and Lindsay plot to get Jimmy and Gretchen back together.
Edgar takes Jimmy on a “man date” in an effort to emotionally bond with him while Gretchen discovers some startling news about the new guy she’s seeing. Lindsay attempts to make friends at work.
Gretchen goes home for the birth of her brother’s baby, but instead ends up reconnecting with a friend from her past, who inadvertently reveals why Jimmy may have left her.
Jimmy goes out of town for a Romance/Erotica fiction convention while Gretchen throws a divorce for Lindsay, leading to an unintended deepening of Gretchen’s relationship with Boone. Meanwhile, Edgar’s friend Max encourages him to overspend on party planning.
Lindsay's mom comes to town, shedding light on the origin of Lindsay's issues, while Jimmy attempts to get over Gretchen by hooking up with someone from his past. Meanwhile, Edgar struggles to reconcile his new writer life with his old veteran life.
Jimmy spends a day with a woman from his past and attempts to fit in with her friends while Gretchen attempts to impress Boone’s ex‐wife. Lindsay reconnects to a former father figure and Edgar, prompted by Max, buys a fancy car he can’t afford.
Gretchen participates in a family tradition with Boone and his daughter while Jimmy competes on an NPR game show in an attempt to regain some literary cred. Lindsay’s desire to help people leads her back into Paul’s orbit, and Edgar attempts to deepen his friendship with Max.
Gretchen spends the day with Boone and his daughter in an attempt to distract herself from having slept with Jimmy the previous night, while Jimmy tries to prove to himself he’s moved on. Lindsay attempts to save Olivia from getting too close to the unreliable Gretchen, and Edgar trails Max to figure out why they’re no longer writing partners.
Jimmy and Gretchen go for a long drive to force a conclusion on the confusing state of their relationship. Edgar finds closure with Max while Lindsay figures out a way to solve Becca, Vernon, and Paul’s problems all at once.
Jimmy attempts to prove that, despite being on the verge of becoming a married man, he has not lost his edge. Edgar and Lindsay attempt to go on a real date.