What if the key to transforming businesses and leadership isn’t just strategy, but kindness—paired with math? In this powerful conversation, James Rhee—Harvard-trained lawyer, private equity investor, former CEO of Ashley Stewart, Johnson Chair of Entrepreneurship at Howard University, and author of Red Helicopter—shares how he led a remarkable business turnaround by prioritizing relationships, trust, the right measures, and systemic thinking, proving that profitability and humanity are inherently one.

James challenges outdated business norms, from traditional accounting to leadership styles that overlook the emotional realities of work. He makes a compelling case that the leaders of the future must be fluent in connectedness, willing to rethink what truly drives success, and committed to fostering agency in their people. 

If you've ever felt that work should be more meaningful, more human, and more sustainable, this episode will equip you with the inspiration and practical tools you need to reclaim your agency and drive change.

Timestamps:

• [00:02:00 ] – The Power of Kindness and Math: James Rhee explains why kindness and math are the foundation of effective leadership and how they shaped his turnaround strategy at Ashley Stewart.
• [00:16:14 ] – Rethinking Business Metrics: James describes how traditional accounting fails to measure what truly drives sustainable success and challenges leaders to track retention, wellbeing, actuarial data, and other overlooked indicators of performance.
• [00:24:38 ] – Kindness as a Teachable Skill: James defines kindness as a combination of agency, free will, and determination, reinforcing that it’s not a passive trait but an active leadership skill that can be taught and embedded into business practices.
• [00:34:17 ] – Leadership as Systems Thinking: James shares why small, intentional changes—like improving store lighting—can drive cultural and financial transformation, proving that leadership is about connectedness and long-term impact.

Access the episode transcript.

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