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

Liza worries about her daughter’s online activities, Kelsey’s relationship with Jake crosses a professional boundary, and Josh contemplates a long-term decision.

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

Liza faces complications on the “Marriage Vacation” book tour. Kelsey and Zane head to Washington, D.C., to court a speechwriter’s prospective memoir.

Liza and Kelsey seek out a potential business partner for Millennial, and newlywed Josh returns to Brooklyn and Charles sees Liza with fresh eyes.

Liza returns to Empirical hoping to resume business as usual, but Charles announces a new project that spurs several unsettling revelations.

Liza and Maggie meet Josh in Ireland. Kelsey is forced to play nice with a new colleague. Charles’s personal life is thrown into the spotlight.

Liza pursues a new relationship as Kelsey revisits an old one. Diana learns the truth about Richard. Lauren encourages Josh to follow his heart.

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

Sparks fly at the annual Empirical Publishing picnic. Liza finds herself caught between Josh and Charles.

Liza receives a great opportunity at work, but there’s a catch. Josh meets someone new. Maggie rustles some feathers.

Liza discovers an exciting new author, whose pitch takes an unexpected turn. Kelsey avoids the wrath of Charles, and escapes upstate with Josh and Lauren.

The success of Liza and Kelsey’s latest title spurs a Twitter feud, ending in disaster. Maggie meets a woman with a little something extra.

Liza hunts for a new romance author, bringing her closer to Charles. Maggie slashes an art competitor.

Liza and Kelsey dive back into the dating pool and quickly discover it’s much more complicated than they’d hoped.

Liza and Kelsey reach breaking point at a work retreat. Liza receives news that changes everything.

Liza faces further fallout with Kelsey, who is infuriated by Liza’s lack of millennial know-how.

Liza deals with the aftermath of coming clean with Kelsey, and Charles tests their synchronicity. Kelsey and Josh become unlikely allies.

Liza returns from the Hamptons and has to deal with the aftermath. A famous life coach, whose book Empirical is pursuing, forces Liza to face some hard truths.

While facing an impasse with Josh, Liza draws closer to Charles at the Hamptons Book Fair. Kelsey feels erased from Colin’s narrative.

Liza and Josh’s future together is thrown into question after having opposing reactions to a near miss.

After Liza and Kelsey strike a deal for Colin’s novel, an unexpected publicity hype leads to a bidding war. Emboldened by her therapist, Diana introduces herself to Richard, the therapist who works next door.

Liza finally makes her divorce official. Diana meets a hot stranger outside of work. Liza ends up in the hospital.

Liza and Kelsey try to preserve their author’s anonymity, but a women’s erotica event threatens to expose the truth.

Liza and Kelsey pursue an erotica author writing under a pseudonym, and are shocked to discover their identity.

Kelsey dates a seemingly perfect guy, but Liza and Lauren think it’s too soon. At a party of doctors, Josh puts his relationship with Liza under the microscope.

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 rallies the Empirical team to save her hometown bookstore from closure. Kelsey dips her toe back into the dating world.

Liza’s identity is under threat by Thad’s laptop and Kelsey being exposed to the truth. A Silicon Valley billionaire invests in Empirical.

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

Tragedy strikes and Liza wonders if she should end her 26-year-old life forever.

Empirical welcomes its biggest author and Liza tries to convince Thad to tell Kelsey the truth.

Liza joins an assistants’ networking group where she learns more than she wants to about Thad.

Liza pursues an author she likes because of his minimalist manifesto.

Josh and Liza’s relationship becomes strained after he is included in a New York Times profile.

Liza goes to a music festival with Josh and helps Charles with a work assignment.

When their first author proves to be more trouble than she’s worth, Liza and Kelsey worry their imprint might be over before it ever gets started

Hoping to learn more about Liza’s life, Josh attends a dinner in Jersey with her, and receives a hard dose of reality.

Liza and Kelsey pursue their first author, but her interest in them isn’t purely professional.