What if the secret to true leadership isn't chasing outcomes but embracing genuine service?

Ben Kessler discovered the core of his leadership philosophy at a surprisingly young age when his father taught him that true joy emerges from serving others. From nearly becoming a Catholic priest to navigating the challenging world of McKinsey consulting and eventually becoming CEO of 66degrees, Ben’s diverse journey underscores the profound power of intentional human connection and selfless leadership.

In this engaging conversation, Ben reveals to me why the deepest joy often arises from a paradox: being both selfishly committed to personal growth and selflessly dedicated to serving others. We explore the critical difference between momentary pleasure and lasting joy, why true presence in relationships is transformative, and how balancing clear expectations with genuine empathy shapes highly effective leaders.

Join us as we discuss why cultivating inner growth is essential for outward success, how intentional presence elevates both personal and professional relationships, and the irreplaceable role authentic human connections play, even in the age of AI.

Ben Kessler is the CEO of 66degrees, dedicated to leadership through authentic service, intentionality, and deep human connection.

For more about Ben Kessler and 66degrees, visit:
https://66degrees.com/

⏰ Timestamps
00:00 Introduction to Ben Kessler
02:06 The Joy of Serving Others
04:39 Selfishness as Strength
07:36 The Paradox of Service
09:35 Balancing Outcomes and Relationships
13:55 Intentional Presence in Leadership
16:23 The Power of Authentic Feedback
19:50 Fully Present Moments
21:50 From Priesthood to McKinsey
26:07 Intellectual Curiosity vs. Practical Service
30:31 Parenting and Leadership
36:21 Playing the Long Game
39:54 Human Leadership in the AI Era
42:28 Authentic Connections vs. AI
44:34 Closing Thoughts and Reflections

Dave Osh is a transformation catalyst dedicated to evolving leadership potential, creating a ripple effect of unity in our divided world. He leads large-scale leadership transformation programs that drive meaningful change for individuals, teams, organizations, and society.

Company website: https://www.varlinx.com/
Personal website: https://www.daveosh.com/
LinkedIn: https://www.linkedin.com/in/daveosh
Book: https://www.amazon.com/CEO-Potential-Transcend-Organization-Lasting/dp/B0DMMPQFCW
TEDx: https://youtu.be/UhCBv9MX-ks