Unmasking the Future: Lee Chambers on Identity, AI, and the Evolution of Leadership

The Courageous Leaders Podcast

The Courageous Leaders Podcast
Unmasking the Future: Lee Chambers on Identity, AI, and the Evolution of Leadership
Dec 11, 2025
Joanna Howes

How do you build real allyship and create cultural change that actually sticks?

This episode is one every leader should spend time with. Not because it’s “nice to know,” but because the future of your culture depends on it.

Lee Chambers, Founder & CEO of Male Allies UK, brings the kind of clarity and challenge most workplaces avoid. We talk about what it really takes to:

  • Redefine outdated masculine stereotypes
  • Build workplaces where everyone feels seen, valued, and able to thrive
  • Lead in a way that strengthens culture rather than protects ego

It’s a conversation that will stretch your thinking, spark uncomfortable-but-important questions, and give you practical ways to lead with more intention and courage.

We also dig into Lee’s research on young people, AI companionship, and how boys today are making sense of identity, relationships, and society. Some of it is hopeful. Some of it is confronting. All of it matters, especially if you’re a parent or you lead the next generation.

We cover:

00:00 – Introduction 

01:02 - What courage looks like for leaders today 

02:31 – Why quiet courage matters as much as big gestures 

03:49 – The tough decision to break with convention 

06:06 – How stepping into new spaces changes your perspective 

08:08 – The power of career “squiggles” and non-conformity 

10:05 – Shedding old identities and building new ones as a leader 

12:14 – What do boys really think about society? Surprising research findings 

16:07 – Why boys care deeply but struggle to know how to help 

20:08 – The decline of physical spaces for social connection 

21:24 – Boys, girls and the challenges of communicating across gender 

23:33 – Judgment vs. curiosity - what’s holding us back? 

27:20 – Navigating polarisation and building empathy at work 

34:08 – Can younger and older generations find common ground? 

43:50 – The rise of AI companions and what it means for young people 

52:23 – Everyday bravery and the value of small changes over time 

54:43 – How to focus on influence and control in uncertain times

Don’t miss this thoughtful and practical conversation for anyone working in leadership or looking to create real change at work.


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