From Closet Chaos To Career Chic

By: A CEO Who’s Been There, Done That, and Wrote the Dress Code.

Dear Younger Me,

You’re stepping into your first big role — and I see you, trying to figure out what to wear that says hire me without saying help me. As a CEO juggling a million priorities, let me tell you this: you can’t be out here building your future while your wardrobe is still sleeping on your style. Wake it up — and make it work for you. You just need a little strategy.

“This isn’t just about dressing for a job — it’s about dressing for the woman you are manifesting.”

Where to start? A good first impression is the foundation. You’ll find style and structure in basic pieces are best, For that you might consider Aritzia as your new secret weapon. Their clean lines, sleek silhouettes, and structured basics will have you looking like you run the room — even if you’re just taking notes.

Abercrombie & Fitch has totally reinvented itself, and their wide-leg pants, bodysuits, and neutral-toned sets are perfect for nailing that casual-but-capable energy. Trust me, their stuff fits like it was made just for you.

And don’t sleep on H&M. Their blazers and midi dresses can be major power moves when styled right. Ralph Lauren Polo also deserves a spot in your closet — think timeless button-ups, tailored trousers, and leather goods that feel luxe without

screaming for attention. Some of those investment classics from a decade ago? Still in my closet — perfectly worn and vibing full ‘old money’ energy, and always on repeat. Accessories? Non-negotiable. A clean belt, minimal jewelry, a structured bag — these are your punctuation marks. Use them wisely.

Out with the old, in with elevated…let go of the pieces that scream “cramming in the library” instead of “commanding the conference room.” Goodbye to crop tops, frayed denim, and anything you’re still emotionally attached to from sophomore year. Keep the good jeans, versatile knits, and that one blazer that makes you stand straighter. And don’t underestimate the power of ankle boots that look expensive (they don’t have to be).

The take away? Style isn’t about labels. It’s about energy. Show up in what makes you feel confident, competent, and creative. Because every meeting, every coffee chat, every random elevator run-in — it’s all part of your story. So if you’re wondering what to wear, start with this: wear what reminds you of who you’re becoming. That’s always the right choice.

With love (and a great outfit),
Your Future CEO Self

Comfortable Flats or Loafers
Make sure they look chic and you can actually walk in them.
SamEldeman.com

A Power Blazer
Instant polish. Layer over a tee, tank, or blouse.
Abercrombie.com

One Easy Day-to-Night Dress
Add a jacket for day, heels for night.
SaksFifthAvenue.com

Trousers That Actually Fit
High-waisted, straight-leg, or tailored — whatever makes you feel confident.
Artizia.com

The Reliable Button-Up
White, striped, or soft neutral. Tuck it in or tie it up.
JCrew.com

Legendary Belt
Aritzia.com

Handbag
RalphLauren.com