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Oct 6, 2026 38 min

Five Lessons from Overhauling My Wardrobe

from The Everyday Style School Hosted by Jennifer Mackey Mary

Over the last two years, I’ve rebuilt almost my entire wardrobe, from underwear to outerwear. I’ve helped women navigate wardrobe changes for decades, but doing it myself gave me a whole new appreciation for the process. Along the way, I’ve learned a few things. I’ve been helping women create fabulous, functional wardrobes for decades, and I’ve helped lots of them start from scratch. But it turns out, it’s a little different when it’s your own closet. Over the last two years, I’ve had lots of opportunities to take my own advice, rethink some of my habits, and be reminded why I teach the things I do. In this episode, I’m sharing five lessons from completely overhauling my wardrobe, and what I’ve learned from being on the other side of a wardrobe makeover. In this episode, you’ll learn: Why starting over isn’t nearly as fun as it sounds The best way to save money when your wardrobe is in flux How to make sure your "fresh start" doesn’t leave you with a closet full of the same old issues Five questions to ask when you’re deciding whether to hang on, or let go It’s time to stop making style harder than it should be, and learn the skills that make it easy. Join me for my free live workshop, Style Made Simple. youreverydaystyle.com/simple For full shownotes: https://youreverydaystyle.com/lessons-overhauling-wardrobe

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Over the last two years, I’ve rebuilt almost my entire wardrobe, from underwear to outerwear. I’ve helped women navigate wardrobe changes for decades, but doing it myself gave me a whole new appreciation for the process. Along the way, I’ve learned a few things. I’ve been helping women create fabulous, functional wardrobes for decades, and I’ve helped lots of them start from scratch. But it turns out, it’s a little different when it’s your own closet. Over the last two years, I’ve had lots of...

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Five Lessons from Overhauling My Wardrobe

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