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The Everyday Style School

The Everyday Style School

By: Jennifer Mackey Mary
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About this listen

Welcome to the show that teaches you everything your mom never did about getting dressed! The Everyday Style School inspires you to love the way you look everyday, and gives you the tools to make it easy. From understanding your body shape, to getting rid of clothes that no longer serve you, we give real style advice to women with real lives, real bodies, and real budgets.

© 2026 The Everyday Style School
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Episodes
  • Dressing Well is a Habit
    Feb 10 2026

    Get my FREE style class: Style Made Simple

    www.freestyleclass.com

    We're back, and kicking off the Spring semester, which is all about making style easier in your everyday life!

    In this episode, I talk about why you can have all the technical style knowledge in the world, but still struggle to get dressed each day (and actually like the results).

    I also share why dressing well has to become a daily habit, rather than something you only do when it really "matters", and how consistent practice is the key to making style feel easier over time.

    I hope this episode helps your everyday style go from something that feels like a difficult chore, to feeling easy and natural.

    In this episode:

    • The difference between dressing up, and dressing well
    • How simple, consistent habits put style on autopilot
    • The most important part of making any habit stick

    For full shownotes:
    youreverydaystyle.com/ep-229



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    23 mins
  • Your Style Questions, Answered
    Dec 16 2025

    We've reached the end of our fall semester, and I couldn't think of a better way to wrap things up than by answering YOUR questions.

    If you've been following along this season, you've learned about fit, color, proportion, body shape, and the fundamentals that make getting dressed easier. But learning the basics is just the starting point. How do you apply everything to your real life, your real body, and your real closet? I invited you to submit the questions that were holding you back, and that's what we're diving into today.

    From decoding color undertones to navigating limited shopping options to knowing when alterations are worth it, these are the questions that came straight from listeners like you who are doing the work and want to go deeper.

    In this episode, you'll discover:

    • My foolproof method for training your eyes to see warm versus cool undertones
    • How to make online shopping actually work for anyone shopping in specialty sizes
    • When is something worth tailoring?
    • Why "just put it on your body" is the most important style advice I can give you
    • The missing piece to building a colorful wardrobe that still mixes and matches

    And more!

    I hope this episode helps you move past the fear of getting it wrong and gives you the confidence to experiment, try things on, and figure out what actually works for your body and your life. Style isn't about having all the answers before you start—it's about being willing to test things out and learn as you go. You've got this!

    Full show notes and resources: https://youreverydaystyle.com/ep-228

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    34 mins
  • The Personal Style Fundamentals You Should Know
    Dec 2 2025

    How well do you really know your personal style? I'm talking beyond the surface-level stuff—like whether you gravitate toward black or prefer bright colors. In this episode, we're diving deeper into the often-overlooked foundation of great style: truly understanding yourself.

    The biggest style breakthroughs don't come from following trends or mastering complicated styling formulas. They come from paying attention to what actually works for you. Today, we're unpacking 10 essential things every woman should know about herself if she wants getting dressed to feel easier, more fun, and authentically hers.

    I hope this episode helps you shift your perspective on what "knowing your style" really means. This isn't about memorizing fashion rules or completely overhauling your wardrobe. It's about building that fundamental understanding of yourself—what you love wearing, what makes you feel confident, and what actually fits into your real life. When you have these answers, everything else falls into place naturally.

    In this episode, you'll learn:

    • The power of your "natural uniform"
    • The connection between style vocabulary and shopping success
    • Why style fundamentals are guides, not gospel
    • The "wear more of what works" principle
    • How to think of your style as choices, not commands

    Don't forget to submit your end-of-season style questions here.

    Full show notes and resources: https://youreverydaystyle.com/ep-227

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    29 mins
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