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As Diana sets out on her honeymoon, Liza considers Charles's proposal; Kelsey turns Quinn down, but some speed bumps in her personal and professional life make Kelsey doubt herself.
Liza tries to settle into the next chapter of her personal life; Liza and Kelsey dig deep to win over Fupa Grunhoff, a teenage climate change activist.
With her personal life on rocky ground, Liza focuses on work and a new book pitch by sexy surfer, Kai Manning; the Empirical team meets with Quinn Tyler, whose latest book idea was inspired by Charles.
Liza travels to Montauk to help a sexy pro surfer with his memoir; an unexpected adventure with Quinn leaves Kelsey questioning her career choices; Josh's new love interest gets loud.
After Quinn's new romance goes public, Liza decides to fact-check her manuscript; Maggie gets an exciting new job offer and love interest; sparks fly between Liza and someone from her old life.
Liza and Kelsey start an underground event called Inkubator; Liza debates telling Charles about Quinn's true motives; Maggie's first class lands her an invitation to dinner at the dean's.
After an author dies, Charles reconnects with the widow who was the real-life inspiration for his novel; Maggie teaches a class on her past art and is confronted with a big problem.
When Caitlin needs help with a Vassar event, Liza is forced to turn to Quinn; Kelsey is unhappy with her time in the spotlight and tries to find a way out of it; Maggie gets cancelled.
Liza and Charles work closely together to land a married writing duo; after Redmond calls her out, Kelsey takes drastic measures to keep an author she nurtured at her literary salon; Kelsey's personal life gets complicated.
Maggie debuts a new art show at an unconventional venue; Clare helps Kelsey at work, as their dating lives become intertwined; Liza convinces Charles to come to her literary salon where a major talent reads.
Things seem to be warming up between Liza and Charles, but a piece of intel and an exotic trip make Liza feel iced out; Kelsey moves into a new apartment, and Lauren throws her a housewarming party with a surprising ending.
Charles and Liza make amends and promise not to lie anymore, but Kelsey's plans force Liza to withhold the truth; Lauren plans a romantic reunion; sparks fly between Maggie and an enemy-turned-friend.