Newly promoted writer Jane is unsettled when Jacqueline assigns her a big story – writing about why her ex broke up with her. Kat chases a story about outspoken photographer Adena, but is confused by her strong connection to the woman. Meanwhile, Sutton tries not to feel left behind by her best friends as she still toils in the assistant ranks. But she shocks them when they uncover a major secret Sutton has been keeping – her scandalous affair with lusted-after Scarlet magazine lawyer Richard.

Kat finds herself questioning her identity as she continues to spend time with Adena. Jane is horrified when she is tasked with writing Scarlet’s sex column – especially when her story turns intensely personal. And Sutton is given an opportunity to advance at Scarlet, but questions if it’s what she really wants to be doing with her life.

Kat finds herself the victim of internet trolling when she stands up for gender inequality. Sutton thinks she may have found her dream job but worries she doesn’t have what it takes to make it work. And Jane pursues a story about a congresswoman but tries to find a different angle to make her voice heard.

Sutton is flustered when someone at Scarlet has the wrong impression of her professional background. Jane is determined to prove she can have a friends with benefits relationship without feelings getting in the way. And Kat and Adena continue growing closer.

Jane is stunned when the subject of her latest article, a woman who left a finance job to become an exotic dancer, threatens to sue Scarlet – and Jane. Sutton is excited when she thinks she’s making a step forward in her career. Kat questions whether she is ready for a real relationship with anyone, especially in light of recent events with Adena.

In promoting Scarlet’s breast health awareness campaign, Kat tries to be bold with her message, but is left wondering whether her competitive nature is hurting her cause. Jane confronts past issues and current anxieties when she is tasked with writing a controversial piece about BRCA gene testing. Sutton is determined to excel at her tasks at hand, but when things fall apart, it’s Alex who rushes to her rescue.

Richard is determined to get to know Sutton’s friends outside of the office and invites the girls to dinner, but things don’t quite go as planned. Sutton attempts to network with a new social circle by attending a high tea. While on a date with someone else, Jane comes to a realization about Pinstripe; and Jacqueline is forced to intervene when Kat’s new staffer keeps damaging Scarlet’s social media presence.

As rumors of layoffs at Scarlet sweep through the office leaving everyone unsettled, Jane learns of a potential opportunity at a rival publication. Sutton is given a big opportunity when a coworker buckles under pressure. Kat is tasked with organizing a “Readers Night” for Scarlet, but is distracted by thoughts of Adena – leading to a big decision. And Jane talks Sutton and Kat into joining her on a dating app.

Jane, Sutton, Alex, Pinstripe and Jacqueline are all trapped in the Scarlet offices due to a massive traffic jam. Forced to spend time together, Jane reexamines her feelings for Pinstripe. Sutton makes a surprising move. And when she learns Adena is leaving New York, Kat makes an impulsive decision.

Jane gets an eye-opening experience when she is tasked with writing a piece about a performance artist/activist who is speaking out about sexual assault. Kat is distracted by thoughts of Adena while trying to throw a memorable NY Fashion Week party for Scarlet; and Sutton gets into an awkward situation with Richard.

Jane is excited to publish her first big piece for Incite, especially since she’s writing about a female CEO she admires, and she knows Jacqueline will be reading it. Sutton is thrown when a new corporate policy seems to give her and Richard the green light on their romance. And Adena grows frustrated when Kat seems too eager to flaunt their burgeoning relationship.

Believing it shouldn’t matter, Kat bristles when Alex recommends she highlights that she is black in her company bio. However, while introducing her parents to Adena, Kat is forced to confront how her avoidance of labels has affected her life. Sutton is horrified when she discovers her fellow fashion assistants think she was asked to organize a photo shoot featuring “honorable men” for reasons other than her talent. And Jane tries to defend herself after the fallout from her Incite article, which doesn’t go as planned.

Sutton is in an awkward position when she is put in charge of hiring a photographer for an accessories shoot, and Kat asks her to hire Adena. Jane follows around a cute and altruistic doctor named Ben for her latest article. Scarlet’s newest board member, Cleo, causes Jacqueline to defend her role at the magazine.

Jane crosses paths with Pinstripe, who inspires her to try a new style of writing. Meanwhile, she learns something new about Ben. Adena reluctantly brings Kat out to meet her friends, and Kat quickly immerses herself in the New York lesbian scene. Sutton fights for an in with a well-connected influencer named Brooke.

Kat sets out to hire someone for the social team, but is unhappy by the applicant pool’s lack of diversity. Jane, meanwhile, faces the financial realities of her freelance situation.

Jane is thrilled when her sexual assault article for Scarlet is nominated for a prestigious journalism award. Determined to prove herself to Jacqueline, Jane jumps at the chance to write a follow-up piece, until the story takes an unexpected turn. Kat struggles with whether to tell Adena a secret and Sutton is given a challenging assignment – styling Richard’s date.

When Jane discovers that Sutton has been hiding a gun in the apartment, the girls realize they have polar opposite views on the subject. Meanwhile, Adena shocks Kat with her latest suggestion.

After an intimate moment mishap with Ben, Jane evaluates if motherhood is in her future because of her BRCA gene mutation. Kat is eager to flaunt her social media influence by partnering with a beauty brand that offers her an opportunity to be their spokesperson. Meanwhile, Sutton makes her first major fashion department decision without Oliver.

The girls take a trip to Sutton’s hometown and meet a few important figures from her past. Meanwhile, Jane struggles with planning for her future, and Kat feels a rift in her relationship with Adena. Guest starring Billy Magnussen.

Sutton’s professional dreams come true when she jets off to Paris for Fashion Week, but while there she gains a new perspective on her situation. Jane moves forward with her fertility plan until she learns surprising news about her options and is faced with Ben and Pinstripe’s different solutions. Kat faces pressure from Jacqueline to make their Paris party a success while attempting to reset her relationship with Adena.