Joanna Coles prepares to make a huge announcement to her staff. The search for a new fitness contributor is complicated by Diandra's romantic feelings for one of the candidates. The staff prepares to shoot Ruby Rose for an upcoming cover.
The staff gets to know new Editor-in-Chief, Michele. Steven and Diandra clash over the invite list to Philip Plein's party. Evan learns the hard way that Diandra doesn't want to mix her personal and professional life.
Diandra puts her issues with Steven aside to focus on the "Fun Fearless Money" conference. Tiffany and James attend a controversial fashion show at Milan Fashion Week. Steven and James get closer than ever before on a trip to the Poconos.
The staff's plans for shoots in the Bahamas grow complicated when hurricane threatens to hit. Diandra and Evan get stuck in Miami on a scout. Steven gets a surprising suggestion when asked to find a model to join Evan on his shoot.