Adam's eccentric sister arrives unannounced; Marnie becomes controlling over Hannah's 25th birthday party; Ray settles into his new role as manager at the new restaurant.

Hannah tries to process an untimely death; Jessica tracks down an old friend; Marnie discovers a video that Charlie posted online.

Hannah attends the funeral of her editor; Hannah tries to help Adam and Caroline work through their issues; Jessa makes some positive changes; Ray gives Marnie advice.

Hannah receives some news; Marnie divulges a secret to Shoshanna; Jessa's boss asks her for a favor.

Hannah's friends attempt to help her get through a crisis in her life. Hannah and Adam have an honest conversation together.

Hannah, Adam and Jessa try to convince Caroline and Laird to forgo their planned home birth; Shoshanna is presented with a unique job opportunity; Ray tells Desi what he really thinks about him.