The Wisdom of Transition with Dr. Sakira Jackson

What happens when success no longer feels aligned, leadership is evolving, or an organization is facing a season of change? On this episode of Chicago State of Mind, host Cheryl Mainor sits down with Dr. Sakira Jackson, known as the “Business Doctor,” to explore how individuals and organizations can recognize, preserve, and transfer wisdom before valuable knowledge, opportunity, and insight are lost. Drawing from her work as a strategist, leadership advisor, and creator of the MeshMind™ framework, Dr. Jackson shares how high-capacity thinkers can navigate complexity, how leaders can distinguish between being stuck and being in transition, and why capturing lived experience is one of the most important responsibilities of modern leadership.This thought-provoking conversation examines personal transformation, organizational resilience, succession planning, and the hidden value of the lessons we learn through leadership, adversity, and change. Whether you're an entrepreneur, executive, emerging leader, or someone standing at a crossroads in life, this episode offers practical insights for navigating transition with clarity, purpose, and confidence.Chicago State of Mind is a production of Chicago News Weekly, CNW Studio and CaveRoom Entertainment, bringing you conversations with the people shaping Chicago's culture, business, and future.  To read more on Dr. Jackson, https://issuu.com/cnwmedia.com/docs/march_26_2026_edition