How to Transition Your Work Wardrobe From Summer to Fall

12.08.15 / Fashion & Beauty / Author:

Some days are harder to dress for than others (rain, snow, a really hot date), but there are two stretches of time each year that prove to be the most challenging.

We’re talking about transitioning your work wardrobe from summer to fall (or later on, from winter to spring). Pastels, tanks, and strappy sandals just don’t feel right after Labor Day, and cashmere certainly isn’t the answer.

Enter Caroline Issa, fashion director of the impossibly chic Tank magazine, designer of an eponymous collection, and second-time honoree of the Vanity Fair International Best Dressed List, to show us how it’s done with her new fall collection that just hit Nordstrom.

While she is arguably one of the most influential fashion stars out there, she also knows what it’s like to get dressed for the most corporate of offices, having been a management consultant before stepping into the world of style. Here are the Londoner’s tips for going from high heat chic to autumn-breeze-ready at the office:


Opt for a Suit in a Bright Color:
“People need to get braver with color,” says Issa, who recommends choosing a suit in the season’s hottest shades and layering it up or down depending on the temperature. “I think purple is absolutely flattering on everyone.”


Layer a Moto Jacket Over a Printed Midi Dress:
Take a season-less floral print dress in rich colors and throw a moto jacket over it. “I tend to have a wardrobe bursting with coats; they become such an important part of your overall look when you walk into the office in the morning,” says Issa. “It’s the one piece that defines your overall look.”


There’s More to Basic than Black, Gray, and Navy:
“Try a suit in oatmeal. The weight is right for fall, but the color works right now,” says Issa. Add a sweater or three-quarter-length coat to the look once it gets chillier.


Invest in Some “Convertible” Pieces: 
Sweater sets, merino knits, and pumps with ankle straps can be worn for warm or cooler months. Keep your outfit from being staid with fashion accessories. “It’s important to add a bit of personality to something like a suit, that comes off quite traditional,” says Issa. “Accessories completely change the look.”


Up Your Jacket Game:
“I love a classic peacoat with an upright collar. I can’t even tell you how many peacoats I have!” says Issa of the ultimate transitional piece that works over everything from a pencil skirt to a flowy dress.

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