Stephanie Winston Wolkoff, 41
Office essentials: I never leave home without my iPhone; an overflowing Hermès Birkin bag; Lanvin's daring accessories; and a spare pair of snakeskin stilettos to transform trousers and blouses into looks that are evening appropriate.
Style principles: Sophia Loren once said, "Beauty is how you feel inside, and it reflects in your eyes." Truly memorable style depends so much more on how you carry yourself and how you feel than it does on the exact components of your outfit. Still, a killer pair of heels never hurts.
Jacket, $2,295, Jean Paul Gaultier; neimanmarcus.com for stores. White top, $85, Kain Label; net-a-porter.com. Pants, $1,990, The Row; therow.com. Bracelet, price upon request, Pomellato; pomellato.com. Shoes, earrings & ring, Winston Wolkoff's own.