Liza has to bridge millennial divides in the workplace and in her personal life when Empirical’s new investor tasks her with signing YouTube stars.

Liza gets to know a charming journalist and confronts Charles, Diana agrees to a date with a familiar face, and Josh wants a reset.

Kelsey is torn between Jake and Zane, Liza helps Charles retrieve an eccentric rock star's manuscript, and Diana ventures to Staten Island.

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.

Liza and Kelsey find themselves at odds over two book offers when a self-made billionaire pitches a book on power to Millennial. Kelsey is honored with an award, and Lauren works her magic as a publicist.

Josh celebrates at his launch party, Liza is tired of keeping secrets, Caitlin's new middle-aged boyfriend raises eyebrows, and Diana meets a challenge head-on.

Change is in the air at Empirical, and Liza considers her options. Meanwhile, Kelsey receives surprising news, and Charles finds a solution.

Kelsey makes her debut as publisher, quickly realizing that the company is in trouble. The new regime – and a revelation about Liza – sends Diana into crisis. Josh finds out the paternity of Clare’s baby.

Liza and Kelsey clash with Quinn, who’s walking the line between author and investor. Diana offends Enzo. Lauren throws a gender reveal party for Clare's baby.

Liza and Charles use competiton to spice up their relationship. Kelsey and Diana question Liza’s loyalty. Josh reaps the perks of going viral.

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.

Charles wants to take the next step with Liza. Millennial participates in a Debutante Ball for first-time authors.

Liza struggles to balance without Kelsey. Kelsey strategizes with an unlikely ally. Diana and Charles both make moves for the future.

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. Lauren's 30th is out of this world.