Rethinking Executive Coaching for Modern Leaders | 699 | Kendra Dahlstrom

Episode notes

What if the leadership issue in front of you is not strategy, but an old wound you have never fully resolved? In this episode, Bill Sherman talks with Kendra Dahlstrom an executive coach and host of " The Unworthy Leader " podcast about the deeply personal path that led her into thought leadership, and why she believes the future of leadership development must go far beyond traditional coaching. Kendra shares how her own experience as a coaching client changed the way she worked, lived, and led. What started as personal growth became something bigger. Senior leaders began turning to her for guidance in high-pressure moments. That trust revealed a new role: trusted advisor, coach, and thought leader. The conversation explores the real shift from being an internal leader to building an independent coaching practice. Kendra is candid about the hard part. Selling coaching is personal. When you are the product, rejection can feel personal too. She explains how learning to value her work, define her frameworks, and sell without losing generosity became essential to building a sustainable business. Bill and Kendra also dig into what makes coaching credible and scalable.