Ian Whitehead

Uncharted; The Entrepreneur's Adventure Podcast

Business EN ↓ 26 episodes

I believe that success without adventure, meaning, and reinvention is just another cage. Most entrepreneurs start their business for freedom, but somewhere along the way, they become trapped, trapped by expectations, responsibilities, and even their own success. So Uncharted is about the moments that redefine everything.- The turning points where they risked it all for something bigger.- The adventures that shaped who they are at their core.- The hard-earned wisdom they don’t share in their business interviews. It’s a podcast for those who’ve "made it", but know there’s more. Through bold conv...

Author

Ian Whitehead

Category

Business

Latest episode

Jun 2, 2026

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Episodes

From Yoga To Writer: Marcy's Journey 02.06.2026

The conversation covers Marcy's journey from being a yoga teacher to becoming a co-founder of a company that helps people write books. It explores the therapeutic benefits of writing and the transformative experience of yoga and meditation. Marcy also discusses the impact of traditional gender roles and the transition from being a freelancer to a yoga teacher. The conversation delves into the them...

Navigating Shame and Resilience in Entrepreneurship with Kyira Wackett 26.05.2026

In this conversation, Kyira Wackett shares her journey from a childhood marked by trauma to becoming a licensed therapist and coach specializing in shame resilience. She discusses the challenges of navigating her career choices, the impact of loss on her self-discovery, and the importance of authenticity in her work. Kyira emphasizes the need for self-care in mental health, the significance of ove...

From Poverty to Purpose: Anna's Journey 19.05.2026

In this conversation, Anna shares her transformative journey from poverty in Ukraine to achieving her American dream. She discusses the internal struggles she faced despite external success, the hustle of her early career, and her eventual discovery of coaching as a means to help others. Anna opens up about the fears of rejection and invisibility that accompany entrepreneurship, and how she has le...

Luke Beastall; Rediscovering A Lost Identity 05.05.2026

Luke Beastall; Rediscovering A Lost Identity In this conversation, Luke Beastall shares his transformative journey from being a professional footballer to finding purpose as a personal trainer and community builder. He discusses the challenges of losing his identity after football, the importance of fitness and community for mental health, and his vision for creating inclusive spaces for people to...

#21 Final New Year Replay: My Origin Story 06.01.2026

Interviewed on "The Naked Coach Collective": Ian shares his entrepreneurial journey, emphasizing the importance of finding purpose and passion in work. He discusses the Dream Building framework, which guides individuals in aligning their business with their personal values. The conversation explores the role of adventure in gaining clarity and the significance of creating a community of purpose-dr...

#20 New Year Replay: Racing Whales and Life Lessons - Terriane Palmer-Peacock 30.12.2025

In this engaging conversation on Uncharted; The Entrepreneur’s Adventure Podcast, Terriane Palmer-Peacock shares her journey as an amateur athlete and the life lessons learned through her experiences in various sports, particularly outrigger canoeing. She discusses the importance of adventure in life, overcoming fears, and the shift in coaching and personal development towards a more authentic app...

#19 Christmas Replay: Emma Jane Sandford; Just say yes to adventure 23.12.2025

In this engaging conversation, Emma shares her transformative journey from a small town in Northern Ireland to becoming a digital nomad, exploring various cultures and lifestyles around the world. She discusses her experiences in China, her adventures sailing from Australia to the Solomon Islands, and the lessons learned from her travels. Emma emphasizes the importance of community, self-discovery...

#18 Louisa Turchet: From the Ski Slopes to Italy and beyond 16.12.2025

In this opening episode of Uncharted; The Entrepreneur’s Adventure Podcast, Louisa Turchet shares her journey from working in a fintech solution company to becoming a director while also exploring her passion for martial arts. She discusses the importance of community in martial arts, her personal adventures that shaped her, and the lessons learned from working in Italy. Louisa also recounts her e...

#17 Chaz Wolf: Why 87% of entrepreneurs feel unfulfilled 09.12.2025

In this episode of Uncharted; The Entrepreneur’s Adventure Podcast, Ian Whitehead and Chaz Wolfe discuss the significant impact of entrepreneurship on family dynamics, highlighting statistics that reveal the challenges faced by entrepreneur families, including higher divorce rates and emotional regulation issues among children. Entrepreneurs are 35% more likely to get divorced. 72% of entrepreneur...

#16 Jeremy Hahn: Building Confidence, Community & Possibility 02.12.2025

In this conversation, Jeremy Hahn discusses his journey of redefining success and creating a life plan that motivates him to live fully. He reflects on the pressures of the corporate world and how he shifted his focus to personal fulfilment and adventure. By setting a countdown timer for his life expectancy, he emphasizes the importance of making the most of every moment and pursuing meaningful go...

#15 Helen Pryse Lloyd: From Caregiver to CEO 25.11.2025

In this episode of Uncharted; The Entrepreneur’s Adventure Podcast, Ian sits down with Helen Pryse Lloyd, a UK-born backpacker turned Australian CEO who built a home-care empire from scratch, scaled it to 170 staff, survived a culture collapse, led her team through COVID chaos, and eventually sold the entire operation… all while working less than ten hours a week. Helen’s story is a masterclass in...

#14 Andre Lassiter: Purpose Over Profit 18.11.2025

In this conversation, Andre Lassiter shares his journey from a tech enthusiast to an entrepreneur, discussing his experiences in IT, cybersecurity, and franchise ownership. He emphasizes the importance of purpose over profit, the value of mentorship, and the challenges of navigating doubts and fears in business. Andre also highlights the significance of networking and support from partners, as wel...

#13 Stefanie Carlstedt: From Burnout to Breakthrough: Stefanie's Journey 11.11.2025

In this conversation, Stefanie Carlstedt shares her transformative journey from feeling trapped in a conventional career to embracing entrepreneurship through the lens of human design. She discusses the pivotal moments that led her to discover her true self and how understanding her human design has allowed her to build a successful business aligned with her values. Stefanie emphasizes the importa...

#12 Kam Knight: The Itch To Write & Healing Humanity 04.11.2025

In this opening episode of Uncharted; The Entrepreneur’s Adventure Podcast, Kam Knight shares his transformative journey from an uncertain writer to a successful author and mental performance coach. He discusses the pivotal moments that ignited his passion for writing, the challenges he faced, and how he overcame them through self-publishing and feedback. Kam delves into the concept of internal re...

#11 My Origin Story 28.10.2025

Interviewed on "The Naked Coach Collective": Ian shares his entrepreneurial journey, emphasizing the importance of finding purpose and passion in work. He discusses the Dream Building framework, which guides individuals in aligning their business with their personal values. The conversation explores the role of adventure in gaining clarity and the significance of creating a community of purpose-dr...

#10 Alex Morin: The Death Of Ego And The Moment Between Breaths 21.10.2025

In this opening episode of Uncharted; The Entrepreneur’s Adventure Podcast, What happens when the life you built starts suffocating the truth inside you? In this raw and soul-shaking conversation, Alex Morin takes us from corporate success and self-destruction to the night everything changed, when his son’s near-death forced an ego death of his own. Through pain, forgiveness, and the moment betwee...

#09 Dr Jennifer Schlueter: From Editor To Explorer 14.10.2025

In this conversation, Dr. Jennifer Schlueter shares her remarkable journey from managing editor of 22 newspapers to becoming a hypnotherapist. She discusses her experiences in journalism, the decision to quit her job to travel the world, and the health challenges she faced, including malaria and tuberculosis. Jennifer also delves into her passion for hypnotherapy, explaining how it works and its b...

#08 Nicole Hope Sylvester: Awakening to Authenticity: A Journey of Self-Discovery 07.10.2025

In this conversation, Nicole Hope Sylvester shares her transformative journey from a moment of crisis to a path of self-discovery and empowerment. She discusses the importance of understanding the nervous system, the healing power of nature, and practical steps for managing stress. Nicole emphasizes the significance of curiosity, gratitude, and play in achieving mental well-being and living authen...

#07 Heather Marianna: From Corporate to the Red Carpet: Heather's Entrepreneurial Journey 30.09.2025

Heather Marianna shares her incredible journey from a corporate job to becoming a successful entrepreneur in the beauty industry. She discusses the hustle behind launching her skincare line, Beauty Kitchen, and how she navigated celebrity events and gifting lounges. Heather emphasizes the importance of resilience, building relationships, and maintaining a balance between hard work and self-care. S...

#06 Charley Sky Gardner: A Young Author's Journey 23.09.2025

In this conversation, Sky Gardner, a young author, shares her journey of writing a book at the age of 17, emphasizing the importance of vulnerability and honesty in her writing process. She discusses her experiences with homelessness and how they shaped her empathy towards others. Sky's multi-faith upbringing influenced her worldview and her desire to connect with diverse audiences. She reflects o...

#05 Racing Whales and Life Lessons - Terriane Palmer-Peacock 16.09.2025

In this engaging conversation on Uncharted; The Entrepreneur’s Adventure Podcast, Terriane Palmer-Peacock shares her journey as an amateur athlete and the life lessons learned through her experiences in various sports, particularly outrigger canoeing. She discusses the importance of adventure in life, overcoming fears, and the shift in coaching and personal development towards a more authentic app...

#01 Blair Kaplan Venables - Finding Peace in Natures Embrace 09.09.2025

In this opening episode of Uncharted; The Entrepreneur’s Adventure Podcast, Ian and guest Blair Kaplan Venables explore the profound impact of nature, adventure, and personal experiences on mental health and resilience. Blair shares her journey of healing through travel, grief, and cultural experiences, emphasizing the importance of living life fully and embracing adventure. They discuss the Globa...

#03 Meg Stafford - Lessons in Adventure and Connection 09.09.2025

In this conversation, Meg Stafford shares her profound insights on the transformative power of travel and adventure, particularly in the context of her experiences with her daughters. She reflects on how companionship shapes our journeys, the lessons learned from exploring different cultures, and the importance of shared experiences in building family bonds. Meg emphasizes the need for adventure i...

#02 Amanda Bearce - Adventure, Self Care & Entrepreneurship 09.09.2025

In this conversation, Amanda Bearce shares her insights on adventure, travel, and wellness coaching. She discusses her journey of visiting all 50 states with her family, the importance of finding peace in nature, and how to incorporate adventure into daily life. Amanda also delves into her transition from a corporate job to entrepreneurship, emphasizing the significance of self-care and building a...

#04 Emma Jane Sandford - Just Say Yes to Adventure 09.09.2025

In this engaging conversation, Emma shares her transformative journey from a small town in Northern Ireland to becoming a digital nomad, exploring various cultures and lifestyles around the world. She discusses her experiences in China, her adventures sailing from Australia to the Solomon Islands, and the lessons learned from her travels. Emma emphasizes the importance of community, self-discovery...

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