The 5 Style Mistakes I See Over and Over (Even Among Women with Amazing Wardrobes)

After styling hundreds of clients — from CEOs to philanthropists to women who run the world behind the scenes — I can confidently say this:

It doesn’t matter how many designer pieces are in your closet or how often you shop. If your wardrobe isn’t working for you, you’ll still feel like you have nothing to wear.

Here are the 5 style patterns I see time and time again — even in the most beautifully curated closets — and why they might be keeping you from showing up as the most polished, confident version of yourself:

1. A Closet Full of Clothes, But Nothing to Wear

I can't tell you how many times I've walked into a stunning walk-in closet with shelves full of investment pieces, only to hear, "I don’t know what to wear."
The issue isn’t the clothes. It’s the lack of intention. Without clarity on what actually works for your body, lifestyle, and personal style, your wardrobe becomes a storage unit — not a toolkit.

2. Playing It Too Safe

Even the most successful women can fall into the trap of dressing to blend in instead of standing out.
Fear of "doing too much" leads to an over-reliance on basics that don’t excite or flatter. But the key isn’t wearing something loud — it’s wearing something you. When we find the right standout elements — whether it’s a structured blazer, a signature color, or bold accessories — that’s when the magic happens.

3. A Wardrobe That Doesn’t Reflect Their Life

Many women dress for a version of their life that no longer exists. They have clothes for the corporate job they left five years ago or they’re still buying for a fantasy lifestyle that doesn’t match their day-to-day.
If you split your time between cities, attend events, travel frequently, or live an on-the-go life — your wardrobe should support that. Not stress you out.

4. Ignoring Tailoring

You can spend $3,000 on a designer coat, but if the sleeves are too long or the shoulders are off? It’ll still look average.
The most stylish women understand that tailoring is not optional — it’s essential. Small adjustments can take your look from “nice” to “incredible.”

5. No Wardrobe Strategy

Style isn’t just about looking good — it’s about feeling in control. The women I work with often have incredible taste, but no system for how they shop, style, or build outfits.
When we bring in strategy — editing, curating, filling in the gaps, and creating go-to outfit formulas — getting dressed becomes effortless.

Your Wardrobe Should Empower You

You’ve built a beautiful life. You deserve a wardrobe that reflects that.
If any of these points hit home, know this: you’re not alone, and you don’t have to figure it out on your own. My clients come to me not because they can’t shop — but because they’re done with the guesswork. They’re ready for ease, clarity, and a wardrobe that makes sense.