

The Everyday Style School
Jennifer Mackey Mary
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.
Episodes
Mentioned books

Oct 20, 2026 • 35min
When Your Wardrobe Doesn’t Feel Like You
Your personal style is supposed to be an expression of who you are, but what happens when your wardrobe is still reflecting who you used to be? Or when you've never really figured out what your personal style is in the first place?A lot of women focus on learning and following all the rules, thinking that if they can just figure out what fits, what's flattering, and how to put outfits together, they'll finally be one of those women who looks like she was born with great style. But there's another piece most women overlook, and that's having a clear sense of how you want to look. Whether you've never really developed your personal style or the style you once loved doesn't feel like you anymore, the result is often the same: a closet full of clothes that leaves you wanting something more. In this episode, we're talking about how to figure out what's missing, how to develop or redefine your personal style, and how to make your wardrobe reflect who you are without starting over from scratch.What You'll Learn:The difference between personal style, good style, and great styleThe word that instantly kills your personal styleHow to tell if personal style is the wardrobe problem that needs fixingCommon personal style mistakes that leave your wardrobe cluttered and your wallet emptyHead to our website for full links and resources Join our FREE live workshop to make style simple today

Oct 6, 2026 • 38min
Five Lessons from Overhauling My Wardrobe
Rebuilding a wardrobe from underwear to outerwear sounds glamorous, but the reality is costly, exhausting, and full of unexpected decisions. Explore smarter planning during body changes, why buying less can save money, how to avoid repeating old closet mistakes, and five practical questions for deciding what truly deserves a place in your wardrobe.

Sep 22, 2026 • 24min
Death, Taxes, & Great Style
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

Sep 8, 2026 • 38min
Fall 2026 Trends
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/

May 26, 2026 • 35min
The Best Way to Build a "Ready for Anything" Wardrobe
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

May 12, 2026 • 33min
Everyday Style, Every Day
Discover how to make style easy…for life. Get my FREE style class: Style Made Simplefreestyleclass.comYou’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

Apr 28, 2026 • 34min
Can AI Make Style Easier? – Part 2
Discover how to really make style easy…for life. Get my FREE style class: Style Made Simplefreestyleclass.comIn 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

Apr 14, 2026 • 27min
Can AI Make Style Easier? – Part 1
Get my FREE style class: Style Made Simplefreestyleclass.comThese 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

Mar 24, 2026 • 34min
10 Wearable Trends for Spring 2026
Get my FREE style class: Style Made Simplefreestyleclass.comSpring 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

Mar 10, 2026 • 33min
4 Non-Style Habits That Actually Improve Your Style
Practical habits you already do that can be applied to your wardrobe. Choosing solutions over protecting problems and abandoning perfection. Using curiosity to diagnose why clothes fail and spot repeat patterns. Consuming style content deliberately and reading reviews like a detective. Practicing sincere, specific compliments and pulling three actionable nuggets from what you learn.


