Whitney and Olivia move on from Diane von Furstenberg. Olivia takes a job at Elle magazine, while Whitney goes back to work for Kelly Cutrone. Meanwhile, Whitney's high-school friend, Roxy Olin, arrives in New York looking for a job and a place to crash.
Whitney goes on another date with Freddie, who inexplicably brings his father along, and her ex, Jay, is critical of her new beau. Meanwhile, Roxy and Olivia clash when Elle teams up with People's Revolution to throw a party.
A fight erupts between Whitney and Roxy when the girls attend Miami Fashion Week for work, and Kelly threatens to fire them both. Elsewhere, Olivia fails to complete another assignment at Elle, but this time blame falls on Erin.
Whitney takes a big risk when she lets Roxy work on an important project for her fashion line---even though Kelly thinks Roxy can't be trusted. At Elle, Erin and Olivia have a blowup after Olivia comes up short on another assignment.