After a congratulatory dinner with her parents, Hannah and Adam pack up the last of Hannah's boxes and discuss their soon-to-be long distance relationship. Marnie and Desi perform as part of a jazz brunch at a downtown restaurant. Shoshanna signs for her diploma.

Hannah settles into her new life and discovers she can get more for her money, rent-wise, in Iowa. At her first seminar, Hannah warns her fellow workshop writers that her piece might trigger some intense emotions - but doesn't get the feedback she had hoped for.

Hannah finds herself doing very little with her free time, while a visiting Elijah has become the social butterfly of Iowa. Ray gives Marnie a wake-up call about Desi's intentions before their meeting with a record label. Shoshanna aces, then blows, a job interview.

Hannah is confronted by her classmates after leaving a non-apology apology letter in their cubbies. After getting rejected at yet another interview, a frustrated Shoshanna spends a day with Ray. Creative and romantic tensions with Marnie and Desi reach breaking point.

Hannah's friends try to help her through a crisis after she arrives back in the city and finds everyone has moved on with their lives whilst she was in Iowa. Meanwhile, Hannah and Adam have an honest conversation about their relationship.

Some soul searching leads Hannah to an epiphany. Another terrible interview for Shoshanna ends on a positive. Ray tries to solve his neighbourhood noise issue at a community meeting. Marnie and Desi disagree on how to define their sound. Adam is shocked by a revelation.

Hannah goes for drinks with Fran, a new co-worker, before attending an unusual art show. Later, she spends some time alone with Mimi-Rose, while Adam is unnerved by Mimi-Rose's friend, Ace. Meanwhile, Shoshanna helps Ray with his community board election campaign.

Hannah spends an afternoon with a new young friend. Marnie and Desi fight over money and Jessa gives Shoshanna advice on the art of seduction. Elsewhere, Loreen and Tad have a tense dinner party with their friends Avi and Shanaz.

Hannah's maturity is called into question after she is confronted with a family dilemma. Meanwhile, Jessa, Ace, Mimi-Rose and Adam have an awkward encounter, and Marnie makes an announcement at Ray's campaign party.

Hannah, Adam and Jessa each try to convince Caroline and Laird to forgo their home birth. Shoshanna faces a crucial decision when presented with a unique job opportunity. After Marnie and Desi's meeting with a record label exec, Ray lets Desi know what he thinks of him.