As she settles into her new 26 year-old life, Liza is tasked with marketing an older writer to a younger audience. Although she has a perfect date with Josh, she tries to convince herself to aim for someone more age-appropriate.

Liza struggles with the anxiety of sex with Josh and gets a little help from Maggie. At work, Kelsey pulls out all the stops to land a hot new author, while Diana dips her toe into the online dating pool.

Liza tries to keep Josh at arm's length, but a surprise run-in leaves her reevaluating her feelings for him. Kelsey asks Liza to keep her in check as she celebrates her new author acquisition with innumerable shots of tequila.

After lending Kelsey a hand in the bathroom, Liza joins Kelsey's inner circle and neglects Maggie at the worst possible time. Diana's excited by the arrival of Empirical's handsome and potentially soon-to-be-divorced publisher.

Liza gets to prove herself when Diana tasks her with running a book launch party for a notoriously demanding author. Maggie runs into an old crush, who's finally single, while Kelsey starts to fall for her new author, who's not.