What you wear is more than just fabric and fit—it’s a powerful reflection of your personal brand, confidence, and professional presence. But does your wardrobe truly align with your expertise, leadership, career goals, and the level of professionalism your industry demands?

Estelle Winsett understands this balance better than most. A former litigation attorney turned personal stylist, she knows firsthand the unspoken expectations placed on women in the legal industry. Now, as the founder of her own image consulting company, she helps female attorneys develop a signature style that commands respect, exudes confidence, and authentically represents who they are.

In this episode of Branding Room Only, Estelle shares how wardrobe choices impact personal branding and career success. She breaks down why style is more than just aesthetics, how to blend authenticity with professionalism, and the psychology behind dressing with confidence in high-stakes legal settings.

1:08 – How Estelle defines personal brand, the three words that describe her, the senior yearbook quote that still resonates, and her ultimate hype song

3:20 – Why being a lawyer is in Estelle’s blood and how growing up in Memphis shaped her perspective on the legal profession

5:44 – Estelle’s career journey from litigator to personal stylist and how she rediscovered her love for style while helping women lawyers refine their wardrobes

13:03 – How Estelle built her brand by leveraging Facebook as she transitioned into personal styling

16:21 – The key to balancing personal style with the professionalism expected in the legal industry

20:00 – Common wardrobe mistakes lawyers make and a must-know tip for dressing confidently at your next conference

23:18 – Estelle’s top tips for aligning your wardrobe with your personal brand and showing up as your best self

27:08 – How career elevation impacts personal style and a couple of things that might trip you up if you’re not mindful

33:53 – How Estelle works with clients to develop a wardrobe that reflects their personal style and professional goals

37:16 – How to present yourself with confidence on Zoom and other video platforms without losing your personal style

41:31 – One thing Estelle makes time for every year, the core value she will never compromise in her personal brand, and what makes her Branding Room Only magic

Mentioned In What Your Wardrobe Says About Your Brand with Estelle Winsett

Estelle Winsett Professional Image Consulting 

Peloton Law Moms Facebook Group

WorkRobe

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Sponsor for this episode

PGE Consulting Group LLC is dedicated to providing a practical hybrid of professional development training and diversity solutions. From speaking to consulting to programming and more, all services and resources are carefully tailored for each partner. Paula Edgar’s distinct expertise helps engage attendees and create lasting change for her clients.

To learn more about Paula and her services, go to www.paulaedgar.com o

We're starting off 2026 with a bang with my New Year's Intention and Goal Setting session on January 3rd, and then my new three-part series, LinkedIn Strategy for Lawyers: Build a Brand that Works for You, running January through March. 

Reserve your seat at paulaedgar.com/events.