Liza struggles with the anxiety of sex with Josh and gets a little help from Maggie. At work, Kelsey pulls out all the stops to land a hot new author, while Diana dips her toe into the online dating pool.

Diana tasks Liza with running a book launch party for a demanding author; Maggie encounters an old crush; Kelsey starts to fall for her new author.

As the grind of 20-something life continues to wear Liza down, she glimpses a more age-appropriate world when her publisher needs her to babysit. Kelsey's affair with her author finally comes to a head at an award ceremony.

Liza learns of a new career option; Lauren throws a bat mitzvah; Kelsey deals with the aftermath of her affair.

Liza questions Josh's interest in her while another publisher courts Kelsey.

Liza and Kelsey prepare to launch their new imprint in spite of online criticism.

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

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

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.

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

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

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

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

After the holidays, Liza adjusts to a new normal as she and Charles take their relationship to the next level. Maggie hears some hard truths from an ex, and Kelsey course-corrects her love life.

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. Empirical rebrands.

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.