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Can your wardrobe choices affect your professional success?

On this episode of Great Practice, Great Life, we uncover how personal style can increase your confidence and drive your career forward. We begin by exploring how fashion icons like Coco Chanel and Yves Saint Laurent have demonstrated the lasting impression impeccable style can make. Steve’s guest is Bentley Caldwell, a men’s personal stylist who shares his expertise in tailoring his services to clients’ needs, seamlessly blending their professional and personal lives through their wardrobes.

Navigating the pressures of conservative attire in demanding careers, especially for women in law, we explore the power of personal expression through style. Bentley emphasizes understanding yourself to convey the right message through clothing choices. We discuss how a well-curated wardrobe can communicate confidence and competence before uttering a single word, particularly in high-stakes settings like courtrooms. Hear Bentley’s holistic approach to styling, offering practical advice on creating a modern, professional image without sacrificing individuality.

The journey of personal styling, from the initial consultation to the transformative wardrobe detox, is emotional and empowering. Bentley shares his process of letting go of outdated pieces and making space for a new, confident self. We also touch on the psychological aspects of this transformation and the relief clients often feel afterward.

From courtroom attire to casual wear, Bentley’s tips on maintaining “elevated simplicity” in your wardrobe will inspire you to view fashion as a powerful tool for storytelling and self-expression.

In this episode, you will hear:

  • The power of personal style on professional presence and confidence
  • Bentley Caldwell’s insights on differentiating a stylist from a tailor
  • The unique style pressures legal professionals face, particularly women
  • The process and emotional aspects of a “wardrobe detox”
  • Creating a curated wardrobe that reflects personal and professional identity
  • Key takeaways on “elevated simplicity,” fit, and investing in quality pieces
  • Inspirational anecdotes and practical tips for enhancing personal and professional style

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If there’s a topic you would like us to cover on an upcoming episode, please email us at steve.riley@atticusadvantage.com.

Supporting Resources:

Want to add your insights to Episode 100? Send your video or message to gracer@atticusadvantage.com.

Steve Riley

Certified Practice Advisor & Attorney

Steve Riley has coached attorneys for more than 20 years. His one-on-one coaching focuses on a limited number of top producing attorneys committed to taking their practices to new levels of excellence, profit, and personal success. He also presents at group coaching workshops around the country for individual law firms, state bar associations, and other legal organizations.

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