Welcome to The Fearless Fashionista®

Helping women of impact align their style with their story.

Style isn’t just what you wear. It’s how you take up space—
with intention, with confidence, and with clarity.

meet lauren m. simmonds 

My Philosophy

I don’t just style women; I expand what they believe is possible.

I learned early in my corporate career how powerfully people respond to visual presentation. I saw how high-impact women with a defined personal style were perceived differently—commanding more respect, attention, and authority.

My approach invites women to reimagine what style can look and feel like in their own lives. My clients are women who want to align their image with their impact. Some are ready to shed an outdated version of themselves, while others are already on the right track and are looking to elevate with more intention and personality. They come to me to explore fresh possibilities and leave with a wardrobe that feels as powerful, personal, and dynamic as they are.

Whether guiding a one-on-one client, leading a corporate workshop, or speaking to a room full of changemakers, I help women unlock the confidence to be seen, heard, and remembered—on their own terms.

My Story

As a personal stylist, author, and style strategist, I help experienced women of impact elevate their personal style.

I’m the founder of The Fearless Fashionista®, a boutique personal styling agency that supports women 40+ in elevating how they show up in the world.

I founded The Fearless Fashionista® to support high-achieving women over 40 in showing up with intention and authenticity. What started as a blog in 2011 became a mission: to help women see their wardrobe as a source of power—not pressure.

I use color, structure, and texture not just to create great outfits, but to craft a style identity that resonates. My gift is helping women feel seen—by others, but more importantly, by themselves.

Style is not about excess. It’s about alignment. When your wardrobe reflects your lived experience and future aspirations, it becomes a tool for liberation, leadership, and joy.

My true superpower is the energy I bring. It encourages women to see style not as vanity, but as a powerful form of self-expression that reflects their success, amplifies their impact, and evolves with them.

My signature approach blends fashion, strategy, and emotional intelligence, allowing clients to move through life with more clarity, confidence, and personal power.

ways to work with me

1:1 Virtual Styling
Experience

Audit. Edit. Elevate. is a private, six-week experience is for high-impact women 40+ who want to master their personal style—not just their wardrobe. You’ll walk away with the ability to style yourself intentionally, confidently, and with ease…no matter how fast life moves.

The Group Style Experience

Fun, personalized style parties for small groups of women who want to elevate their wardrobes in an intimate, supportive setting. Ideal for birthdays, celebrations, or a stylish girls’ night in with a fashion-forward and confidence-boosting twist.

Speaking Engagements

Book Lauren to speak to your women’s group, leadership team, or organization about using style as a powerful tool for visibility, personal branding, and professional growth—transforming wardrobes into a statement of leadership and impact.

PODCAST

Secrets

The

of Stylish Women

This podcast explores how style can be a powerful form of self-expression, leadership, and transformation. Many episodes are solo, featuring Lauren’s honest insights on evolving with intention and dressing for the life you’re living now. Other episodes feature dynamic guests—sharing how they use style to claim space and tell their stories. 

Subscribe for bold conversations, practical style wisdom, and inspiration to show up as the most aligned version of yourself.

Ready to step into style
that reflects your power?

You’ve invested in everything else—your education, your growth, your leadership.
Now it’s time to invest in the way you show up. Let’s build a wardrobe that reflects who you are: 

 strategic, polished, expressive & unmistakably powerful.