Why You’re Still Dressing Like You Did 5-7 Years Ago: you might think it’s because you have nothing to wear.
Or maybe you feel like you don’t know what else to wear. (Ever hear yourself saying that?)
But that’s not the real issue.
The truth is: you’ve changed, but your clothes haven’t.
Nothing works like it used to!
So if the solution is as simple as changing your clothes…
Why haven’t you done it yet?
Because something is holding you back.
And that something is the real reason your style no longer resonates.
The Root Cause of Your Style Rut
If you want a wardrobe that aligns with (and energizes!) who you’re becoming, you first have to understand what’s keeping you stuck.
Otherwise, you’re just treating the symptoms, which include (but aren’t limited to):
❌ Wasted time in the closet,
❌Settling for “good enough” outfits,
❌ And never fully feeling “This is me!” in your clothes
Sound familiar?
If any of that resonates, here’s something important to remember:
This is a clothing problem—not a you problem.
And once you identify the real issue behind your wardrobe struggles, you can finally move forward.
Keep reading to uncover the 3 core issues behind every clothing problem—so you can finally understand what’s been holding your style back!
The 3 Root Causes Of Your Clothing Problem
1. You Have A Different Body
After styling thousands of women over the past 30 years, I’ve seen this as the most common reason for wardrobe struggles. Your body is different, and your clothes don’t fit or drape the way they used to. That frustration makes it hard to decide what to wear.
The pieces you once loved now feel snug in certain areas or sit awkwardly on your frame—leaving you self-conscious and unsure. And when you feel that way, of course getting dressed takes longer!
2. Your Taste Has Evolved
Another major reason is that your personal preferences have shifted, but your wardrobe hasn’t caught up. You look in your closet and see pieces you used to love, but now they just don’t do it for you anymore.
You’re not the same person you were years ago—so it makes sense that what once felt stylish or exciting now feels off. But instead of experimenting, you stick with your old standbys because you’re unsure of what’s in style or worried about looking outdated.
That’s why you play it safe… and keep feeling like you could be dressing better.
3. You Have A New Role
A lifestyle transition — whether it’s a new job, retirement, divorce, or even going from remote work to back in-office— means your old clothes no longer fit who you are now.
You might not even realize it, but when you step into a new role wearing clothes from your past, you’re sending mixed signals—to yourself and the world. You feel the disconnect but aren’t sure how to fix it, so you keep defaulting to the same few outfits. That’s why so many pieces sit untouched while you reach for the same old thing.
The Underlying Clothing Problem Of Your Style
The Real Issue Isn’t Your Clothes—It’s the Uncertainty
You haven’t changed your wardrobe because you’re not sure what else to wear.
And shopping won’t help—because if you don’t know what you need, you’ll just end up buying more of the wrong things.
One step towards overcoming the uncertainty is to embrace the changes you’ve gone through:
- Accept your new body.
- Own the evolution of your style.
- Fill the shoes of your new role.
BE WHO YOU ARE TODAY.
Then start working through your clothes and clear out everything that doesn’t support your style and the person you’ve become.
Just know that typical decluttering methods won’t work.
You can clear stuff out, but without the right edits, you’ll end up back in the same rut.
That’s why I created the Guided Closet Cleanout Challenge.
Join my 5-day challenge and learn how to edit your wardrobe the right way—so it supports your next chapter and energizes who you are now.
With my years of experience as a fashion editor, I’ll guide you through a proper edit — helping you clear what no longer serves and refine what actually works, so you have fewer clothes but better outfits.one that leaves you with fewer clothes but better outfits for .
No one else is teaching these principles like this. It’s about aligning your style to make space for your evolving identity!
The challenge starts April 21st and tickets go on sale Monday April 7th!