The Office Outfit Formulas of 3 Successful Women

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(Image credit: @_jeanettemadsen_)

Dressing for the office doesn’t mean you have to lose your sense of style. In fact, we’d argue wearing outfits that communicate your taste and personal style is not only important within a professional setting (self-confidence, people), but actually achievable no matter what office environment you’re dealing with. If you work in a corporate setting, make small tweaks to your looks, like hiring a tailor to create a perfect fit or wearing colors that feel of-the-moment. Or, if you work in a more creative industry, try out more trend-forward pieces that work within the confines or professional attire.

So, what, exactly, are the office outfits successful women wear to work? I turned to three successful women in the fashion e-commerce, talent management, and digital publishing spaces to share their best office outfit formulas. Whether they’re drawing on some of the biggest fall trends (hello, ’80s), layering on a tailored blazer, or gravitating toward structured shapes, these are all outfits that make them feel professional and, most importantly, confident. Scroll down to see the work outfits these successful swear by and shop pieces to replicate their looks.

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Caroline Huang Maguire, Fashion Director, Shopbop
(Image credit: @carolineinnycity)

"I am obsessing over the '80s movement and plaid. A strong statement blazer in a bold color or print screams power."

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Vanessa Flay, Partner and EVP of Talent, Digital Brand Architects
(Image credit: @vanessaflay)

"I have two approaches to office dressing, and they are mainly determined by whether I have in-person meetings, lunches, or client events that day. If I do, I like to feel as polished and effortless as possible, and I do that by putting on an easy one-piece, like a jumpsuit or dress, along with heels. If I don't and I'm just returning emails, taking calls, and plugging away with my team, I go for comfort, and that usually entails jeans, a blazer, and either flats or sandals."

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Sacha Strebe, Editorial Director, MyDomaine
(Image credit: @sacha.strebe)

"I wear black every day, so dressing for the office is all about layering and bringing interesting shapes together in the one outfit. I love to have fun with silhouettes, such as a pairing a structured blazer with a silk slip dress or wearing a sheer tulle top under a T-shirt, that's worn over the top of a fitted dress and finished off with leather leggings and heels or boots. Whether I'm dressing for the office or the grocery store, I love to wear clothing that makes me feel strong and beautiful. It's my daily confidence boost."

Shop Editor-Approved Office Outfit Picks

Next: six winter shopping picks all of our editors agree on.

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Associate Director, Special Projects

Kristen Nichols is the Associate Director, Special Projects at Who What Wear with over a decade of experience in fashion, editorial, and publishing. She oversees luxury content and wedding features, and covers fashion within the luxury market, runway reporting, shopping features, trends, and interviews with leading industry experts. She also contributes to podcast recordings, social media, and branded content initiatives. Kristen has worked with brands including Prada, Chanel, MyTheresa, and Luisa Via Roma, and rising designers such as Refine and Tove, and her style has been featured in publications including Vogue.com, Vogue France, WWD, and the CFDA. Before Who What Wear, Kristen began her career at Rodarte, where she worked on assistant styling, photo shoots, and runway shows, and at Allure, where she moved into print and digital editorial. She graduated from the University of Southern California, where she studied art history and business, and currently lives in New York.