Gretchen, realizing she doesn’t really have any adult belongings, takes the gang on a trip to the mall. Jimmy uses this opportunity to gain some writing inspiration. Meanwhile, a newly single Lindsay recruits a hesitant Edgar to help her pick up guys.

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 questions his ability as a writer but finally zeroes in on his next project. Meanwhile, Gretchen and Lindsay discover all they do is talk about men and set out to change the status-quo. Edgar gets close to his improv teacher, Dorothy.

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.

The group tries to get rid of a mouse in Jimmy's house; Gretchen finally opens up to Jimmy.

Jimmy tries to stealthily help Gretchen with her depression by planning a Halloween-themed Sunday Funday.

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’s dismay. In the throes of her depression, Gretchen struggles to help Jimmy entertain them. Lindsay fills in for Gretchen at work. 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.

Gretchen’s depression comes to a head, forcing Jimmy to make a tough choice. Lindsay finally lets Paul go. Edgar has his improv graduation show.

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.