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The Everyday Style School

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Rating
★★★★★
4.8
from
534 reviews
This podcast has
245 episodes
Language
English
Explicit
No
Date created
2019/05/22
Latest episode
2026/10/06
Average duration
31 min.
Release period
24 days

Description

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.

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Podcast episodes

Check latest episodes from The Everyday Style School podcast


Five Lessons from Overhauling My Wardrobe
2026/10/06
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 soundsThe best way to save money when your wardrobe is in fluxHow to make sure your "fresh start" doesn’t leave you with a closet full of the same old issuesFive questions to ask when you’re deciding whether to hang on, or let goIt’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
Death, Taxes, & Great Style
2026/09/22
As women, we know life is all about changes: from our bodies, to the trends, to our lifestyles, these upheavals can wreak havoc on our closets, our wallets, and our psyches. Life is uncertain, but your style doesn’t have to be. This semester, we’re digging into all the changes life throws at us, and talking about how to navigate each one so great style can be as certain as death and taxes.  All season long, I’ll be sharing stories of clients who struggled to dress through body changes, career changes, lifestyle shifts, and simply getting older. In this kickoff episode, I’m talking about the mindset part of change, because that’s really where it all starts, and how you think about change determines your ability to handle it well, and there’s nothing you can buy that will overcome what you think. In this episode, you’ll discover: The biggest reasons we hang on to clothes that no longer serve usWhy reframing how you think about your clothes, and your wardrobe, mattersHow your wardrobe can be a tool to help navigate change, or can make it more difficultThree mindset shifts that will make any kind of change easier to navigateFor full shownotes: https://youreverydaystyle.com/death-taxes-great-style
Fall 2026 Trends
2026/09/08
The Everyday Style School is back from summer vacation with a look at what all the cool girls (that’s you!) will be wearing this season. As always, there are tons of runway trends being talked about, but in this episode I’m covering a few of the Fall 2026 Trends you’ll actually see in stores this season. We’re talking about the colors that are big, the biggest trend in denim, a couple of accessories you’ll see everywhere, and the Fall 2026 detail I’m obsessed with. Plus, we dive into how to wear the trends. From how to make low-effort trends like color look like an actual trend, to how to put more fashion-forward pieces into your wardrobe without looking silly, the way you style your new pieces is just as important as the pieces you buy.  In this episode, you’ll discover: Three colors that are having a moment in Fall 20265 ways to make color stand out and look on-trendThe jeans I’m investing in this seasonThe fashion-forward shoes to buy if you want to go beyond just not looking datedFor full shownotes: https://youreverydaystyle.com/fall-2026-trends/
The Best Way to Build a "Ready for Anything" Wardrobe
2026/05/26
Feel like you never have the right thing to wear? You’re not alone.  Most women have Goldilocks closets–full of clothes that are too dressy, or too casual, when all they want is a wardrobe that feels just right.  Building a perfect “ready for anything” wardrobe doesn’t have to be a fairytale, and this episode will help make it a reality. In this episode, I talk about: The six categories of clothes–from beach wear to black tieFive mistakes women make that make getting dressed harderCreating successful outfits that maximize your wardrobeHow to align your wardrobe with your life in less than 10 seconds a dayIf you want a closet that’s full of the right things, this episode is for you! For full shownotes: youreverydaystyle.com/ep-236
Everyday Style, Every Day
2026/05/12
Discover how to make style easy…for life. Get my FREE style class: Style Made Simple freestyleclass.com You’ve got better things to do than spend 20 minutes picking the perfect errand-running outfit, but that doesn’t mean you can’t be stylish on days you’re not going anywhere special. Style can’t be one more thing on your to-do list, so I’m sharing what it takes to create an automatic habit of everyday style. In this episode, I talk about: The difference between having style every day, and having everyday styleWhat’s holding women back from applying style to all aspects of lifeTwo things you need to put your style on autopilotMy fool-proof way to make everyday style incredibly simpleIf feeling stylish all the time-no matter where you’re going, or what you’re doing–sounds great, but feels out of reach, this episode is for you! For full shownotes: youreverydaystyle.com/ep-235
Can AI Make Style Easier? – Part 2
2026/04/28
Discover how to really make style easy…for life. Get my FREE style class: Style Made Simple freestyleclass.com In our last episode, we explored whether AI style apps can really make style easier, and this week, I'm taking a look at AI models like ChatGPT, Gemini, and Claude, to see if they can do the same. How good is the advice?  In this episode, I talk about: Why my ChatGPT is better than your ChatGPTWhat AI models get right about dressing your body shape…and what they get wrongHow to ask better questions, so you get better answersWhat the "GPS Effect" means for your styleBefore you trust ChatGPT with your style decisions, you're going to want to listen to this! For full shownotes: youreverydaystyle.com/ep-234
Can AI Make Style Easier? – Part 1
2026/04/14
Get my FREE style class: Style Made Simple freestyleclass.com These days, AI is everywhere – including our closets. But can it really make style easier, or better? That’s what I’m on a mission to find out. In this episode, I talk about: The pros and cons of some of the most popular AI styling apps availableWhy more information doesn’t always help improve your styleThree questions to ask yourself when considering AI style helpMy favorite thing about AI style apps- and why I don’t use themIf your social media feed is full of ads for AI styling apps, and you’ve been wondering if you should try one out, this episode will help you decide whether they’re right for you.  For full shownotes: https://youreverydaystyle.com/ep-233
10 Wearable Trends for Spring 2026
2026/03/24
Get my FREE style class: Style Made Simple freestyleclass.com Spring is one of style's best seasons, and a great time to update your wardrobe with a few trending pieces that will keep you looking fresh and current. Today, I'm sharing 10 trends that real women with real lives can easily wear. In this episode, I talk about: The colors and patterns that are having a moment this season.My personal favorite trends for Spring 2026How to know if the pieces in your closet are still current.I hope this episode inspires you to have a little fun with your wardrobe this season, and to try something new. Don't forget to head to the full shownotes on our website for the shoppable Spring 2026 Trend Catalog. For full shownotes: https://youreverydaystyle.com/ep-232
4 Non-Style Habits That Actually Improve Your Style
2026/03/10
Get my FREE style class: Style Made Simple freestyleclass.com Improve your style by working smarter, not harder! There are so many habits you already do on a daily basis that can be applied to your wardrobe, and I'm sharing four of them with you today. In this episode, I talk about: What to do when it seems like solutions to your style problems don't existWhy outfits and pieces that don't work can be the best teachersHow to improve your style while spreading kindnessGetting better style doesn't have to mean learning more wardrobe tips and hacks–sometimes it's just applying what you're already doing to your closet. This episode will help you do that. For full shownotes: https://youreverydaystyle.com/ep-231
The B.A.S.I.C Formula for Simple (Not Boring) Style
2026/02/24
Get my FREE style class: Style Made Simple www.freestyleclass.com  If you love simple style but are tired of looking underwhelming instead of understated, this episode is for you.  In this episode, I talk about: Five ways to look more put together without extra effortThe simple style killer that might be living in your closetHow to keep basics from looking bland and boring You can have the simplicity you want without sacrificing style, or becoming someone you're not, and this episode will help you get there. Full show notes: https://youreverydaystyle.com/ep-230
Dressing Well is a Habit
2026/02/10
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 wellHow simple, consistent habits put style on autopilotThe most important part of making any habit stickFor full shownotes: youreverydaystyle.com/ep-229
Your Style Questions, Answered
2025/12/16
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 undertonesHow to make online shopping actually work for anyone shopping in specialty sizesWhen 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 matchesAnd 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
The Personal Style Fundamentals You Should Know
2025/12/02
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 successWhy style fundamentals are guides, not gospelThe "wear more of what works" principleHow to think of your style as choices, not commandsFull show notes and resources: https://youreverydaystyle.com/ep-227
How to Finally Understand Your Body Shape
2025/11/18
If you've ever taken a body shape quiz only to feel more confused than when you started, you're not alone. Despite all the resources out there—quizzes, blog posts, entire businesses built around body types—understanding and dressing your shape remains the #1 challenge I hear from women. Today, I'm breaking down why traditional body shape labels like "apple," "pear," "hourglass," and "rectangle" aren't working for most of us. More importantly, I'm sharing a better way forward that doesn't require you to fit perfectly into a labeled box. In this episode, you'll discover:  The six major problems with traditional body shape labelsWhy rectangles are the most underserved body shape, despite making up the largest percentage of womenThe real reason I still use body shape labelsA practical three-element framework for understanding your unique body without any label at allHow to shift from asking "Can I wear that?" to "What will that do for me?" I hope this episode helps you realize that if labels and lists have never made style easier for you, it's not because your body is too unusual or too complicated—it's because the system itself is flawed.  You don't need the perfect label to find clothes that make you feel amazing—you just need to understand your unique body and learn what clothes can do. And once you do, that knowledge is yours forever, regardless of how your body, lifestyle, or fashion trends change. Full show notes and resources: https://youreverydaystyle.com/ep-226
Understanding Proportion in Your Body and Your Outfits
2025/11/04
Let's talk about the topic that makes me geek out more than anything else in the style world: proportion. I know, I know—it doesn't sound exciting. But here's what I've learned after dressing thousands of women: you can have all the right pieces, follow all the rules, and still feel like your outfits don't work. The missing piece? Understanding proportion.  This episode is packed with the kind of knowledge that actually makes a difference in how you look and feel in your clothes. We're diving deep into what proportion really means, why most women get it wrong, and how understanding this one concept can transform the way you get dressed every single day. We'll explore the two critical areas where proportion matters—your body and your outfits—and I'll give you homework that will help you start seeing yourself and your wardrobe in a completely different way. What you'll learn: Why style is all about relationships, not rules.The difference between short-waisted and short-torso (and why it matters).How to use the golden ratio to create outfits that look polished instead of frumpy.The volume distribution mistake that's making you look sloppy.Why you can't always balance everything perfectly (and what to do about it).I hope this episode helps you stop thinking about style as a collection of unrelated pieces and measurements, and start seeing the whole picture instead. Once you understand how the parts relate to each other, you can manipulate those relationships to create balance—and that's where the real magic happens. If you struggle with feeling like your outfits don't quite come together, this might actually be the one thing that changes everything. Full show notes and resources: https://youreverydaystyle.com/ep-225

Podcast reviews

Read The Everyday Style School podcast reviews


4.8 out of 5
534 reviews
★★★★★
D. Dolly 2026/06/15
Thank you.
Jennifer’s was the first podcast I’d ever listened to- and man, was I fortunate to have landed on the best one first. Jennifer is sharp and well-spoke...
★★★★★
mmmcokies1234098765 2026/05/20
Possibly the best stylist out there!
This show us bigger than clothing and style. Jen really wants women to feel confident and find their purpose and clothing is a tool to get there. You ...
★★★☆☆
Svalkar13 2026/03/27
One of the best podcasts on fashion I’ve found
Still love the info but why so scoldy? The disdain you have for some of your listeners is, at times, very obvious. Well put together, clear and prac...
★★★★★
maile8574 2026/01/03
Amazing show
I’ve learned so much from Jen, especially as I transition from young adult college outfits to things I should and can wear to work and out with friend...
★★★★★
Mango apple mango 2025/11/07
So helpful!
Extremely practical, useful, fun and funny. Love this podcast. In a few short weeks, Jennifer Mackey Mary has changed the way I think about my wardrob...
★★★★★
C Gainey 2025/09/24
Jennifer Mackey-Mary’s coaching advice is top shelf!
Ladies, if you are searching for top notch style advice, look no further than the Everyday Style School podcast! I’ve been a long time subscriber to ...
★★★★★
Grover.Shell 2025/08/14
Life Changing
I have followed Jennifer for years, and have listened to all the episodes multiple times. But episode 218 is fire. Go forth and live life!! Absolutel...
★★★★★
Hldawson 2025/08/11
Inspires me to be better!
I now want to update my entire under wardrobe 💕
★★★★★
starkrelief 2025/07/28
Actionable Advice
I love this show, I have no idea why I started listening but it’s great. I’ve been making little changes to my wardrobe and the way I dress because of...
★★★★★
zibett 2025/07/03
Always worth listening to
So many fashion podcasts either state the obvious or provide unrelatable advice. This podcast is virtually always useful. Plus the host is articulate,...
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