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An Evolving Man Podcast

An Evolving Man Podcast

Piers Cross 316 Episodes Jul 22, 2026

An Evolving Man Podcast explores leadership, emotional intelligence, trauma, healing and peak performance. Hosted by Piers Cross, the show features conversations with leading psychologists, psychiatrists, executive coaches, authors, researchers and high-performance leaders, alongside solo episodes on leadership, resilience, relationships and personal transformation. Drawing on the latest research in psychology, neuroscience, attachment, trauma and human performance, the podcast helps leaders develop greater self-awareness, emotional intelligence and the capacity to lead with clarity, compassion and courage. Whether you are a CEO, founder, entrepreneur or aspiring leader, each episode offers practical insights to help you thrive professionally while creating a more meaningful and connected life.

Episodes

Birthdays and Boarding School
Birthdays and Boarding School Jul 22, 2026 401 What were birthdays like in boarding school?Were they celebrated or ignored?Or did you get hazed or bullied on your birthday.Take care,Piers---Piers is an author and a men's transformational coach and therapist who works mainly with trauma, boarding school issues, addictions and relationship problems. He also runs online men's groups for ex-boarders, retreats and a podcast called An Evol
Why Do the Same People Keep Triggering Me? Leadership, Shadow Work and Boundaries
Why Do the Same People Keep Triggering Me? Leadership, Shadow Work and Boundaries Jul 8, 2026 816 Why do the same people keep triggering us?Why do certain relationships, colleagues, family members or situations seem to provoke the same reaction again and again?In this episode of An Evolving Man Podcast, I explore emotional triggers from the perspective of leadership, Jungian psychology, boarding school trauma, nervous system regulation and personal sovereignty.This is an important subject for
Kindness in Schools: Creating Emotional Safety for Children | Masha Kastner & David Moss | AEM #165
Kindness in Schools: Creating Emotional Safety for Children | Masha Kastner & David Moss | AEM #165 Jul 3, 2026 3545 In this deeply moving episode of An Evolving Man Podcast, I speak with Masha Castner and David Moss, founders and directors of Kind Waves.Kind Waves is a UK charity created to help schools build deeper cultures of kindness, emotional safety and positive relationships. The charity was born from the heartbreaking death of Masha and David’s 13-year-old daughter, Helena, known as Heli, who took her ow
5 Reasons We Need to Stop Sending Future Leaders to Boarding School
5 Reasons We Need to Stop Sending Future Leaders to Boarding School Jul 1, 2026 691 Prince George is set to attend Eton College, continuing a long tradition of future leaders being educated in elite boarding schools.But is this really the best way to prepare someone for leadership in the 21st century?In this episode of An Evolving Man Podcast, I explore five reasons why we need to stop sending our future leaders to boarding school.Drawing on modern leadership literature, boarding
Porn Addiction, Shame & Mindfulness | Jeremy Lipkowitz on Breaking Free from Destructive Habits | AEM #164
Porn Addiction, Shame & Mindfulness | Jeremy Lipkowitz on Breaking Free from Destructive Habits | AEM #164 Jun 26, 2026 3717 In this episode of An Evolving Man Podcast, I speak with Jeremy Lipkowitz, executive coach, meditation teacher, leadership facilitator and founder of Unhooked Academy.Jeremy works with high-achieving men who want to break free from destructive habits, porn addiction, compulsive sexual behaviour, shame and emotional avoidance. After overcoming addiction and depression in his early twenties through
Keir Starmer Resigns: What Britain’s Leadership Crisis Reveals About Emotional Intelligence
Keir Starmer Resigns: What Britain’s Leadership Crisis Reveals About Emotional Intelligence Jun 24, 2026 657 For Thursday's leadership workshop: https://www.eventbrite.co.uk/e/1991361811785?aff=oddtdtcreatorKeir Starmer’s resignation marks another major moment in British political leadership.If the UK is now heading towards its seventh Prime Minister in just over a decade, the deeper question is not simply who comes next.The deeper question is:What kind of leadership culture are we creating?In this
Boarding School Syndrome, Power & Politics | Dominic Waterson on Boris Johnson, Tony Blair & Elite Leadership |AEM #163
Boarding School Syndrome, Power & Politics | Dominic Waterson on Boris Johnson, Tony Blair & Elite Leadership |AEM #163 Jun 19, 2026 5423 Why do so many politicians, business leaders and influential public figures come from boarding schools?In this fascinating conversation, I sit down with researcher, author and podcaster Dominic Waterson to explore the hidden influence of childhood experiences, elite education and institutional culture on leadership and power.Drawing on years of research for his book Traitors: The Pandemic Politici
The Conversations You're Not Having | Piers Cross
The Conversations You're Not Having | Piers Cross Jun 17, 2026 581  For the workshop: https://www.eventbrite.co.uk/e/the-conversations-youre-not-having-tickets-1991361811785?aff=oddtdtcreator&keep_tld=true Many leaders, entrepreneurs and former boarders avoid the conversations that matter most.Not because they don't know what needs to be said.But because somewhere deep in the nervous system, speaking up still feels dangerous.In this episode of An Evolvin
Lessons from Training 90,000 People | Why High Achievers Still Feel Empty | AEM #162 Will Steel
Lessons from Training 90,000 People | Why High Achievers Still Feel Empty | AEM #162 Will Steel Jun 12, 2026 3874 What if the thing holding you back isn't your circumstances, your team, your strategy, or even your mindset?What if it's the story you've been unconsciously living for decades?In this powerful conversation, leadership coach and author Will Steel shares his journey from Royal Air Force pilot to transformational coach and leadership expert.Together we explore authenticity, emotional i
Boarding School Syndrome: The Grief We Were Never Allowed to Feel | Piers Cross
Boarding School Syndrome: The Grief We Were Never Allowed to Feel | Piers Cross Jun 10, 2026 717 When my wife Michelle died in 2025, I expected grief.What I did not expect was that her death would reconnect me with another loss that had remained hidden for decades.The loss of my mother.The loss of my family.The loss of home.The loss of safety.The loss that began when I was sent away to boarding school.In this deeply personal episode of An Evolving Man Podcast, I explore the striking similarit
Police Chief: From Ego to Emotional Intelligence: Dr. Ron Camacho on Leadership & Trauma | AEM #161
Police Chief: From Ego to Emotional Intelligence: Dr. Ron Camacho on Leadership & Trauma | AEM #161 Jun 5, 2026 3806 What happens when a leader confronts their own trauma?In this fascinating conversation, Piers Cross sits down with Dr. Ron Kamacho, police chief, leadership consultant and author, to explore how emotional intelligence transformed his life and leadership.Ron shares his journey from highly driven, ego-based leadership to a more compassionate, accountable and emotionally intelligent approach.Together
Prep School vs Public School: Which Was Harder?
Prep School vs Public School: Which Was Harder? Jun 3, 2026 916 One of the questions I hear most often from former boarders is:"Why did I hate prep school but love public school?"Or sometimes:"Why was public school much harder than prep school?"In this solo episode, I explore the different experiences people report and why those differences may exist.Drawing on stories from Roald Dahl, David Cameron, Ranulph Fiennes, Bear Grylls and John Pe

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