Outward Bound and Me
Outward Bound and Me

Outward Bound and Me

The Outward Bound Trust

Overview
Episodes

Details

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.

Recent Episodes

Reaching New Heights - Matt Gupwell on neurodiversity, self-regulation, and empowering others to understand their journeys.
JUN 4, 2026
Reaching New Heights - Matt Gupwell on neurodiversity, self-regulation, and empowering others to understand their journeys.
In this thought provoking episode of Outward Bound and Me, Dylan Carroll sits down with alumnus Matt Gupwell 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. 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’”. 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.
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41 MIN