Breaking “Unbreakable”: Sean Conway on the Grand Slam of Endurance

Today’s guest is one of the most extraordinary endurance adventurers alive: Sean Conway.

If you’ve ever questioned what the limits of human endurance might be, Sean has probably already gone there. From swimming the length of Britain, to cycling across Europe, to setting the record for the longest ever triathlon, he’s built a career on redefining what’s possible.

Most recently, he completed Iron105 - an unimaginable feat of 105 consecutive Ironman triathlons. But this conversation isn’t just about mind-blowing records.

Sean’s philosophy of “first, furthest, fastest, foremost” is a blueprint for how we can all approach life and business. His story of growing up in Africa, of struggling to find belonging, and of turning suffering into meaning, will challenge you to think differently about resilience, purpose, and success.

If you’re looking for inspiration to push past your limits - in sport, in business, or in life - this episode will give it to you.

Highlights:

• The Ball to Chase: Whether it’s 105 Ironmans or a creative project, life’s spark lives in the chase.
• No Plan B: Because if there’s a backup, you’ll take it. Commitment is clarity. The finish line doesn’t move.
• Flip a Coin, Keep Your Soul: After breaking the record, he let fate decide each extra day. Heads - go again. Tails - stop. Day 105 said “enough.”
• Monkey & Terrier: Creativity meets obsession - the writer dreams, the terrier chases. Feed both or lose your spark.
• Community as Fuel: The snowball effect - momentum attracts tribe. Surround yourself with people who lift you higher.
• Long-Game Goal Setting: Plan a decade ahead. The goal in his diary - row the Atlantic with his family in 2035.
• Dear Grandkids: Writing now for the next generation - a book of wild childhoods, near-lions, and lessons for life.
• Entrepreneurial Spirit Returns: From secret school tuck shops to adventure series - hustle never left, it just evolved.
• Micro-Manage the Margins: You don’t find one 100% gain - you find a hundred 1% ones.

Links:

Connect with Sean on Instagram: https://www.instagram.com/seanconwayadventure/

Connect with Sean on Facebook: https://www.facebook.com/MrSeanConway

Connect with Sean on LinkedIn: https://www.linkedin.com/in/sean-conway-2486b563/

Connect with Sean on YouTube: https://www.youtube.com/@SeanConwayEndurance

Sean's Website: https://www.seanconway.com/

This episode was sponsored by The Trusted Team and 4th Discipline