Outward Bound & Me is a fortnightly podcast where host Dylan Carroll speaks with Outward Bound alumni from across the decades. Each episode delves into powerful stories of life before, during, and after their time on course—from personal breakthroughs to hilarious moments in the wild. Whether you’re a former participant, outdoor enthusiast, or simply curious about how adventure shapes lives, this podcast offers inspiration, reflection, and a deeper look into the legacy of Outward Bound since 1941.
Outward Bound and Me
Claim This Podcastby The Outward Bound Trust
7 episodes
Updated Daily
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Podcast Overview
Outward Bound & Me is a fortnightly podcast where host Dylan Carroll speaks with Outward Bound alumni from across the decades. Each episode delves into powerful stories of life before, during, and after their time on course—from personal breakthroughs to hilarious moments in the wild. Whether you’re a former participant, outdoor enthusiast, or simply curious about how adventure shapes lives, this podcast offers inspiration, reflection, and a deeper look into the legacy of Outward Bound since 1941.
Language
🇺🇲
Publishing Since
4/2/2026
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Recent Episodes
June 18, 2026
Arriving Where it Started – Biddy Brown, Joan Clark, and the woman who blazed a 75 year trail.
<p>Step back in time with guest host <strong>Nat Jackson</strong>, for a profoundly nostalgic and historic episode of Outward Bound and Me.</p><p> </p><p>2026 celebrates a monumental milestone: 75 years since the first Outward Bound course exclusively for girls took place. To mark this special occasion, Nat sits down with <strong>Biddy Brown</strong> and <strong>Joan Clark</strong>, two extraordinary nonagenarian icons who were there in Eskdale in 1951, when history was made. Their pioneering month in the mountains paved the way, and altered the trajectory, for many other young woman who followed in their footsteps.</p><p> </p><p>At a time of rationing, where strict gender stereotypes were deep rooted, two intrepid teenagers were packing up home-knitted gloves and borrowed boots to face the rugged Lake District. Biddy recalls a sheltered farm life where she had never even seen a mountain, and Joan shares vivid memories of growing up during the London Blitz, watching doodlebugs from her playground. Together with Nat, they re-live the sheer magic of that four-week course, the legendary mountain breakfasts, the freezing nights (and frozen boots) in doorless bivvies, and the lifelong confidence, resilience, careers, families, fun and adventure that followed. The ladies of Eskdale share stories of scaling Napes Needle, carrying fragile logbooks through life, and staying in touch with fellow pioneers for decades.</p><p> </p><p>Joan reflected on the seminal course: “It's a competition against yourself at Outward Bound. It was up to you whether you improved or not. It's a good foundation for life”. This special episode is a beautiful reminder that the wilderness doesn't care about gender; it only asks you to discover who you are.</p>
June 4, 2026
Reaching New Heights - Matt Gupwell on neurodiversity, self-regulation, and empowering others to understand their journeys.
<p>In this thought provoking episode of Outward Bound and Me, <strong>Dylan Carroll</strong> sits down with alumnus <strong>Matt Gupwell</strong> to explore the lasting impact of a three-week Outward Bound residential course in Aberdyfi back in 1989. Matt explains how, after 35 jobs (of which he was dismissed from 30 of them), a late diagnosis of neurodiversity led to a better understanding of self, and a career as a neurodiversity speaker, trainer and mentor with blue-chip companies and the NHS.</p><p> </p><p>Matt shares vivid memories of his time at Aberdyfi, where instructors recognised strengths in him that he couldn’t yet see in himself. Years later, after navigating anxiety and insecurity, Matt now understands how those early experiences outdoors laid the foundations for his future career in education, coaching, and neurodiversity advocacy: “I think it was the first time that I remember feeling safe. We use the term psychologically safe. I felt like I could go to my instructor on that course at any point and say, ‘I’m struggling. This isn't fair. I don't understand’, and I was never made to feel small or stupid. That was the first time I felt ‘I'm being treated like an adult here’”.</p><p> </p><p>Matt reflects on growing up in the Midlands, discovering climbing as a teenager, and how the outdoors became a vital source of regulation and belonging long before his later-life ADHD diagnosis. Together, Dylan and Matt discuss masking, mental health, identity, and why outdoor education can change and offer young people something traditional systems often cannot. This is a powerful episode about self-discovery, compassion, and the life-changing value of feeling truly seen.</p>
May 21, 2026
Finding the Spotlight - Arianna McCulloch on discovering self-belief in the wild and the courage to change direction.
<p>In this episode of Outward Bound and Me, alumna <strong>Arianna McCulloch</strong> explains how an epiphany during her Skills for Life expedition at Outward Bound Loch Eil in 2019, led to a moment of clarity and redirection. Facing the daunting prospect of returning to an unsettled home in a wee Scottish Boarder fishing village, she decided to seek the bright lights, and a different future.</p><p> </p><p>“It was the first time in my life that I had so much clarity on something. It felt like I had a cloud of smoke over my head, and then it was the first time that cloud of smoke had cleared. I was like ‘wow’, I can just see exactly what I want to do, and the worry wasn't there. I just think I was so sure of myself for the first time ever, and so sure in what I wanted to do”.</p><p> </p><p>Arianna describes learning resilience, determination, and self-belief through challenging and fun situations, and a pivotal conversation with an instructor which has led to a bustling career as a touring actress. Tune in to hear Arianna reflect on lasting friendships, and encourage young people to say ‘yes’ to opportunities and to trust themselves, like she did.</p>
7 total episodes available
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Frequently asked questions
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- What is Outward Bound and Me?
- How often does this podcast release new episodes?
This podcast updates daily.
- Where can I listen to this podcast?
This podcast is available on 4 platforms including Apple Podcasts, Spotify, and more. You can also use the RSS feed directly.
- Does this podcast accept guests?
Yes, this podcast regularly features guests.
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