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Season 5 E 2 • 06/12/2018

Liza and Kelsey make a deal with Reese Witherspoon's production company to work with Empirical Press, and Josh returns to Brooklyn.

Watching

When 40-year-old Liza struggles to find employment, she passes herself off as 26 in order to get a job at a publishing house.

Liza is tasked with marketing an older writer to younger readers, and she agrees to go on a blind date with a man close to her age.

Kelsey tries to land a hot new author, Diana dips her toe into the world of online dating, and Liza is anxious about sleeping with Josh.

A surprise run-in causes Liza to reevaluate her feelings for Josh, and a celebration leads to a rough day at the office for Kelsey.

Liza grows closer to her new group of friends and neglects Maggie in the process, and Diana's excited by the arrival of a soon-to-be-divorced publisher.

Liza gets the opportunity to prove herself when Diana assigns her a difficult author, and Kelsey mixes business with pleasure.

Liza gets creative when she's strapped for cash and needs to pay Caitlin's tuition, and Kelsey continues to blur the lines in her relationship with Anton.

Liza is recruited to help Charles when his babysitter cancels, and Kelsey's affair comes to a head during an awards ceremony.

Liza is intrigued by an unpublished book she finds in the slush pile at work, and she questions Josh's intelligence.

The Boy with the Dragon Tattoo

A bedbug scare leads Liza to uncomfortable sleeping arrangements, and she hits a snag with her first literary find.

Liza pursues a new career option, and multiple secrets are revealed when Lauren throws herself a wild bat mitzvah.

The Old Ma'am and the C

Liza's friends try to help after she gets caught lying and struggles both professionally and romantically.

Caitlin returns from India, Liza tries to sort out her relationship with Josh, and Diana's business dinner takes an awkward turn.

Another publishing house shows interest in Kelsey, and Liza worries that Josh has become obsessed with her age.

Liza thinks she's being ghosted by Josh, and online criticism rains on Kelsey's parade as she prepares to launch her new imprint.

Kelsey and Liza pursue their first author for the new imprint, but the fashion blogger has her own ulterior motives, and an embarrassing photo of Charles hits the internet.

Liza gets a hard dose of reality when she takes Josh to dinner at a friend's house in New Jersey, and Kelsey's new author proves to be difficult.

Kelsey and Liza get creative after an author flakes on them, and Diana takes the lead when given an opportunity with a male feminist.

Into the Woods & Out of the Woods

Josh and Liza attend a musical festival, Charles needs help with a project, and Diana causes an accident.

An article in The New York Times causes conflict in Liza and Josh's relationship, and an author makes Kelsey reconsider her future.

Kelsey's friends have strong opinions about her plans, and Liza pursues an off-the-grid minimalist author.

Diana offers Liza advice, Kelsey and Thad plan their wedding, and Liza learns a secret while she attempts to network.

Liza urges Thad to come clean to Kelsey, and Empirical's biggest author takes a liking to Liza.

No Weddings and a Funeral

When tragedy strikes, Liza realizes it's time for a change, which causes Kelsey, Diana and Charles to panic.

A Kiss is Just a Kiss

As Caitlin goes back to college, Liza struggles with her feelings for Josh and Charles, and Lauren and Diana try to help Kelsey with her grief.

The Marshmallow Experiment

A billionaire visits Empirical, and Liza's identity is threatened as Kelsey tries to figure out the password to Thad's laptop.

Liza's two worlds could collide as she works for a cause, and Lauren questions what she really wants.

Empirical's new investor wants YouTube stars on the roster, and construction has a surprising effect on Diana.

Kelsey meets a seemingly perfect guy, Maggie finds herself attracted to someone new, and Josh puts his relationship with Liza under the microscope.

Liza and Kelsey pursue an erotica author with a pseudonym, and Maggie has a misunderstanding.

A women's erotica event threatens to expose the truth about Empirical's anonymous author, and Maggie impresses her new partner's friends.

Liza works toward finalizing her divorce, Diana meets an attractive man outside of the office, and Kelsey gets to know a journalist.

Diana steps outside of her comfort zone, Kelsey overshares, and Josh feels disappointed by Liza's past experiences.

Pigeons, Parrots and Storks

Liza and Josh's future together is called into question, and Diana takes a chance in her romantic life.

A Book Fair to Remember

Liza goes to great lengths to protect her secret, Kelsey fears she's being one-upped by Colin, and Josh contemplates his future.

Kelsey's living arrangement gets murky, Liza has an eye-opening experience thanks to a life coach, and Diana's parrot learns to speak.

Liza needs an online presence, Josh finds an unlikely ally, and Kelsey plays dirty with an author.

Gettin’ Hygge with It

Diana throws a cozy party, Liza faces further fallout with Kelsey, and Maggie meets a talented young artist.

While at a work retreat, Liza and Kelsey reach their breaking point, and Diana meets Richard's ex.

Liza and Kelsey dive back into the complicated world of dating, and Lauren grows bored of her relationship.

The Gift of the Maggie

Kelsey feels conflicted, Maggie gets revenge, and Liza, Charles and Diana search for a new romance author.

Kelsey finds herself in a Twitter feud, Maggie meets a woman with a little something extra, and Charles spots Liza out with an acquaintance.

Liza discovers a diamond in the rough when she attends PitchFest, and Kelsey, Josh and Lauren escape to upstate New York.

The Gelato and the Pube

Liza agrees to an awkward opportunity at work, Richard has a big surprise for Diana, and Maggie ruffles some feathers.

The Incident at Pound Ridge

Josh's date turns up the heat, and Liza gets caught in the middle during Empirical's annual picnic.

Liza's friendship with Pauline interferes with her feelings for Charles, Josh gets bad news, and Kelsey rescues Lauren.

Kelsey is presented with a new opportunity, Diana learns the truth, Lauren encourages Josh, and Liza pursues a new relationship.

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

Sexual harassment allegations against a high-profile author spark unsettling revelations for Liza and Empirical Press.

Liza and Kelsey make a deal with Reese Witherspoon's production company to work with Empirical Press, and Josh returns to Brooklyn.

Liza and Diana convince Pauline to lie about her marriage while promoting her book, and Kelsey and Zane compete for a former presidential speechwriter's prospective memoir.

The Talented Mr. Ridley

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

Sex, Liza and Rock 'n' Roll

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

At Christmastime, Liza must attend a party with her ex-husband, Kelsey struggles to keep both her relationships under wraps, and Charles glimpses Liza’s other life.

Liza and Charles take their relationship to the next level, Kelsey tries to change a familiar pattern, and Maggie hears some hard truths from an ex.

Liza and Kelsey find themselves at odds over two book offers, 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 boyfriend raises eyebrows, and Diana meets a challenge head-on.

In a last-ditch effort to save the company, Charles takes Empirical and Millennial to a book fair in Germany where Liza receives an offer that could uncomplicate her life.

With the fate of Empirical on the line, Liza considers leaving the company as her relationship with Charles forces him to make a crucial decision.

Kelsey realizes Millennial is in trouble on her first day as publisher, Liza comes clean to Diana about her affair with Charles, and Josh learns the paternity of Clare's baby.

Kelsey and Quinn don't see eye-to-eye, Liza sets a boundary with Charles, Diana's confession offends Enzo, and Lauren throws a gender-reveal party for Josh and Clare's baby.

Millennial gets the scoop on a sought-after true crime tell-all, Liza worries Charles is hiding something from her, and Kelsey takes a stand against Quinn's dishonesty.

Liza worries about Charles's possible business venture, the stress of being publisher takes a toll on Kelsey, and Millennial has a new competitor.

Liza must choose between staying loyal to Kelsey or Charles as Millennial and Mercury battle for the same books, and Josh embraces Gemma's influencer lifestyle.

Liza and Charles attend a microdosing retreat for an author they're competing over, Diana finds herself as the voice of an erotic audiobook, and Maggie gets tied up at home.

Friends with Benefits

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 and Liza consider moving in together, Pauline is asked to represent Millennial at an annual literary debutante ball, and Diana makes a startling discovery.

Millennial's Next Top Model

Millennial's deal with a youth clothing company falls into jeopardy after Liza's age is revealed, Maggie gets a crush on a male artist, and Quinn stages a publicity stunt.

It's All About the Money, Honey

Liza's ad campaign features a surprise, Charles and Kelsey take part in an important meeting, and Josh thinks about his future when Clare receives a lucrative offer.

Holding Out for a SHero

Liza struggles with the consequences of cutting off Josh, Kelsey has a surprising reaction to her new role at Millennial, and Diana gets a pre-wedding surprise.

Kelsey makes a choice about her career, Diana and Enzo receive an unexpected wedding present, and Josh and Charles have questions for Liza.

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