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Fashion

Shoes (For Work) With Personality

Taylor Reed
Last updated: August 19, 2026 5:18 pm
Taylor Reed
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The “shoe for work” challenge is always a demanding one. It takes a lot of thought and planning to get to the perfect model that goes semi-unnoticed, fills all dress code requirements, is comfortable and yet still makes you feel like you have a sense of what’s happening in style.

Sure, you could just go with an extremely simple ballerina, loafer or pump which…also yes. We discussed this in 2023, and I still stand by every shoe in that letter! But it’s a new year and there are many new styles out there to see.

Today’s criteria were: a stylish shape, relatively comfortable for all day wear, and serious enough that said shoe could act as a foundation for your sense of authority.

And this is what is most important to me in today’s letter:

That your outfit communicates your ownership of your personal style AND your position. I wanted to provide you with ideas today that are simple, but not so simple that they are boring. Fashionable without being loud. And stylish without looking too young.

There are shoes for women who work in a traditional corporate office. Those who have an anti-dress-code – you know, those who would never be caught dead in a pump and those who fall somewhere in the middle. I like to think everything here could be worn with jeans or a suit and most importantly, everything is closed toe. There are seven categories – from Ballerinas with gravitas to Glove shoes to Sensible heels, high on design. And lots more in between. I hope you find the perfect shoe or two for your spring/summer office wardrobe. I can’t wait to hear which are your favorites.

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