The Executive "Fierce but modern and practical. The fur vest could take you to a chilly set, and the green bag brings in a bit of color."

The Agent

"I liked the idea of playing with texture and color. These boots are different than traditional high heels; they’re cool but also tough."

The Producer

"If you’re a producer, and you’re holding the purse strings, you should rock this Marni patchwork coat! Why not? It’s a wonderful piece of clothing art. Underneath, the outfit is functional and workable."

The Philanthropist

"This look is fun but wearable. The whimsical shoes and hat bring in character. I love the clashing textures with the jacket, bag and shoe. A philanthropist can express herself in a not-so-serious way."

The Showrunner

"I love these practical Helmut Lang pants and the warm, stylish sweater. The Sandro jacket with the zip off hem is versatile, it’s two jackets in one. The earrings jazz it up, and they are memorable."

The Publicist

"They travel a lot, so a great Saint Laurent dress is practical. They also stand a lot, and these ankle boots look comfortable. But the look is still chic enough to go to an event with a client."