Liza sends Caitlin off to college and struggles to weigh her feelings for both Josh and Charles.

Liza is drawn into her author's Upper East Side life, forcing her worlds to collide. Kelsey comes to Lauren's rescue.

It's Christmas in New York! Liza must attend a party with Caitlin and her ex-husband, Kelsey finds herself caught up in a web of her own making as she struggles to keep both her relationships under wraps, and Charles glimpses Liza’s other life.

Kelsey struggles to integrate Mercury into Millennial, Liza finds a compelling manuscript in Charles's moving boxes, and Enzo and Diana's relationship reaches a new level.

Liza tries to settle into the next chapter of her personal life. Liza and Kelsey dig deep to win over Fupa Grünhoff, a teenage climate change activist.