EPISODE · Jan 10, 2026 · 1H 16M
#22 - Embracing Uncertainty: How to Lead, Grow, and Thrive in Change
from Too Light Too Dark · host Too Light Too Dark
The conversation delves into the work of Simon Bennett, an executive coach and founder of Challenge Yourself, Kindly. From abstract studies to immersive experiences in human realities, emphasisng the capacity for containing presence and the call to cultural humility. It explores the challenge of uncertainty and polarisation, as well as the importance of genuine curiosity and cultural humility in fostering understanding and connection. The conversation delves into the challenges and transitions faced by leaders, particularly in embracing uncertainty and acknowledging its impact on group dynamics. It explores the shift from technical expertise to leadership, the power of negative capability, and the importance of acknowledging uncertainty in group dynamics.TakeawaysCapacity for Containing PresenceCall to Cultural Humility Embracing uncertainty as a leaderThe impact of acknowledging uncertainty on group dynamicsChapters00:00 Journey into Human Realities13:44 Genuine Curiosity and Cultural Humility39:34 The Anxiety of Operating with a Sense of Superiority46:18 Navigating Uncertainty as a Leader57:35 The Power of Negative Capability in LeadershipYou can explore Simon's work further via the website below https://www.challengekindly.com/
What this episode covers
The conversation delves into the work of Simon Bennett, an executive coach and founder of Challenge Yourself, Kindly. From abstract studies to immersive experiences in human realities, emphasisng the capacity for containing presence and the call to cultural humility. It explores the challenge of uncertainty and polarisation, as well as the importance of genuine curiosity and cultural humility in fostering understanding and connection. The conversation delves into the challenges and transitions faced by leaders, particularly in embracing uncertainty and acknowledging its impact on group dynamics. It explores the shift from technical expertise to leadership, the power of negative capability, and the importance of acknowledging uncertainty in group dynamics.TakeawaysCapacity for Containing PresenceCall to Cultural Humility Embracing uncertainty as a leaderThe impact of acknowledging uncertainty on group dynamicsChapters00:00 Journey into Human Realities13:44 Genuine Curiosity and Cultural Humility39:34 The Anxiety of Operating with a Sense of Superiority46:18 Navigating Uncertainty as a Leader57:35 The Power of Negative Capability in LeadershipYou can explore Simon's work further via the website below https://www.challengekindly.com/
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#22 - Embracing Uncertainty: How to Lead, Grow, and Thrive in Change
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