Liza is shocked to see an unexpected costar in her Infinitely 21 ad campaign; Kelsey and Charles head to Chicago with a plan; Josh considers his options beyond Inkburg.
In the wake of a book loss, Liza and Kelsey shift their focus to an author who is sceptical of Millennials in charge; Kelsey deals with the stress of her new job; Maggie tries a holistic remedy.
Liza and Kelsey run into trouble with Quinn, Diana offends Enzo, and Lauren organises a gender reveal party for Josh and Clare's baby.