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.

Kat is forced to confront how her avoidance of labels has affected her life; Sutton's assistants think she was asked to organize a photo shoot for reasons other than her talent; Jane tries to defend herself after the fallout from her Incite article.

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 gets the go-ahead to hire her first addition to the social team, but grows frustrated by the lack of diversity in the applicant pool. Jane feels the sting of her freelance financial situation, prompting a challenging conversation with her friends. Sutton leans into the single life, but finds out that it's not so easy.

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.

It's Jane's first day back at Scarlet and when she learns what Sutton is hiding in their 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.