Women Don't Do That (WDDT)

221: Surviving the Old Boys’ Club: Leading Authentically Without Losing Yourself


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What does leadership really look like, and who decided that? In this solo episode, Stephanie Mitton shares her honest reflections on navigating male-dominated workplaces while staying true to who you are. From early career pressures to “fit the mold” to building her own company, she unpacks the tension between professionalism and authenticity, and what it takes to lead in a way that feels aligned.

This episode covers:

Why leadership is still often associated with a narrow, male-dominated image

The pressure women face to change how they look, speak, and show up at work
Practical ways to bring your personality into professional environments
How to be seen as a leader early in your career through preparation and consistency
The role of privilege and risk-taking as you grow into leadership
Building a workplace culture rooted in empathy, honesty, and high standards
Why showing up authentically helps other women see themselves in leadership

Stephanie shares real examples from her career in public affairs and leadership, including what worked, what didn’t, and how her approach has evolved over time.

If you’ve ever felt like you had to choose between fitting in and being yourself at work, this episode offers a grounded, honest perspective on how to navigate both.

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Produced by Duke & Castle

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Women Don't Do That (WDDT)By Stephanie Mitton

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