Leading From the Dark: Uncertainty, Curiosity & Shadow Work with Steven D’Souza
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Leading From the Dark: Uncertainty, Curiosity & Shadow Work with Steven D’Souza
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In this first episode, leadership expert and author Steven D’Souza and I explore uncertainty, curiosity, shadow work, and what it means to navigate the unknown without collapsing into fear, control, or certainty-seeking.
Drawing on Steven’s Leading from the Dark framework, we discuss the concept of “negative capability” — the ability to remain with uncertainty, mystery, and not-knowing without rushing prematurely into answers or action.
Together we explore:
— why human beings struggle with the unknown
— common reactions to uncertainty, including control, over-analysis, passivity, and catastrophic thinking
— the importance of curiosity and “beginner’s mind”
— psychological safety and leadership
— shadow work and the hidden aspects of ourselves
— how strengths can become liabilities under stress
— the possibility of growth and creativity within periods of darkness and transition
A thoughtful conversation bridging psychology, leadership, self-awareness, and the challenge of staying open at the edge of the unknown.
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