1. How to Lead Yourself When You Feel Lost with Ronnie Dickerson Stewart

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How do you lead yourself when you feel like you’ve lost yourself?

In this first episode of Unfiltered Leadership, I sit down with my friend of 12 years, Ronnie Dickerson Stewart—award-winning executive leadership development expert, founder of OhHeyCoach, host of The Career Clinic Podcast, and soon-to-be author. Ronnie was the reason I finally launched this podcast, so it felt only right that she join me for the very first conversation.

Together we get real about what it means to navigate the “messy middle” of identity loss, whether it’s pregnancy, layoffs, new roles, or life transitions that leave you wondering: Who am I right now?

☕ You’ll hear us talk about:

  • Why have the last five years left so many professionals questioning their identity

  • My own story of pregnancy, sickness, and losing access to my normal coping mechanisms

  • Ronnie’s coaching tools for navigating new roles, layoffs, and retirement

  • Why grief is an important (and often overlooked) part of career transitions

  • How to use values, self-compassion, and a test-and-learn mindset to find yourself again

  • Why surrender is sometimes the bravest leadership move you can make

Watch on YouTube

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About Ronnie Dickerson Stewart

Ronnie Dickerson Stewart is an award-winning executive leadership development expert and the founder of OhHeyCoach, a leadership development, career design, and learning company. She is also the creator and Host of The Career Clinic Podcast. Ronnie has spent the last two decades as a sought out leader serving across the advertising, media, and tech industries in companies like Starcom, FCB/IPG, Burrell, Digitas, Publicis Groupe (as a C-Suite executive), and Zoom. As a dually certified career management and executive leadership development coach, Ronnie’s passion and purpose is to ensure professionals are positioned to experience the best careers of their lives. Through her company OhHeyCoach, from interns to C-Suite leaders, Ronnie has coached, consulted, and mentored thousands of professionals, helping them design aligned careers and leadership experiences.

LinkedIn: https://www.linkedin.com/company/ohheycoach/

Instagram: https://www.instagram.com/ohheycoach/?hl=en

About your host: Lindsay Yellin

Lindsay Yellin is an executive leadership coach, dynamic speaker, and certified ACC and CPCC who helps high-achieving creative leaders trade fear for possibility and self-doubt for self-trust. A former advertising executive, she has led in high-pressure, high-visibility environments and knows the challenge of staying connected to oneself while leading others.

Book a Coaching Chemistry Call with Lindsay: https://calendly.com/yellin-coaching/chemistry-call?month=2025-09

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