Jane stumbles on the scoop of a lifetime, but Jacqueline turns down the pitch when her impending 10th-anniversary gala and continued power-struggles with Patrick force her to contemplate her future with Scarlet. Sutton preps a design seminar application for Oliver’s recommendation, but he remains distracted by things in his personal life. Kat decides to run for City Council but reconsiders when she learns what the opposition might spin about her past.

Scarlet falls prey to a data hack, halting production of the dotcom and magazine and Jane and Jacqueline fear their investigation could be compromised as a result. Pressures escalate when Sutton and Richard host a dinner party. Meanwhile, Kat opens up to Tia as they begin her campaign.

Scarlet reels over their new dynamic, forcing everyone to adjust. Jane tries to cope with the changes to Jacqueline’s role at the magazine and joins forces with Kat and Sutton to make it clear how much she means to them. Sutton takes stock of her position at Scarlet, as Richard considers a world outside it. Kat butts heads with RJ Safford over his response to the new direction of the magazine.

Kat is faced with a past regret when she crosses paths with a closeted singer who asked for help coming out. Jane has her first mammogram and spirals into anxiety waiting for the results—and how Ryan fits into it. Sutton and Richard’s long-distance relationship hits a snag, and the trio discovers a secret about one of their coworkers.

Jane decides to throw Sutton an epic bachelorette party, but the bride can’t quite bring herself to enjoy the festivities. Kat learns surprising info about RJ, which leads her to question the company’s morals. Jane gets career news while facing some devastating personal issues.