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How Gordon Reid Combines Endurance, Entrepreneurship, and Impact 

In Episode 17 of The Incredible Machines Podcast, hosts Jon Oliff and Luke Holden sit down with Gordon Reid—a financial advisor, endurance athlete, and one-man philanthropy powerhouse. From running marathons in cow suits to launching wild fundraising campaigns, Gordon has turned pain into purpose, sport into service, and setbacks into surprising comebacks. 

Gordon's story is one of grit, growth, and giving. It’s also a powerful lesson in personal branding and community building—reminding us that the best way to lead is to show up fully, humbly, and authentically.

Meet Gordon Reid: The Man Behind the Miles 

Gordon Reid, aka @LuckyGordy, has done it all. From building a print marketing business to transitioning into financial advising, his journey is marked by bold decisions, big pivots, and unwavering commitment to living with purpose. But perhaps his most powerful work is off the balance sheet—through fundraising efforts that have raised millions for causes including childhood cancer, wildlife conservation, and mental health. 

“You’re never too old for a happy childhood.” – Gordon’s father 

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Key Highlights from Episode 17 

  1. Turning Challenge Into Charity

After five surgeries in one year, Gordon pivoted toward endurance sports as a form of healing—and made each challenge an opportunity to give back. Whether cycling on a handbike or swimming Midmar Mile, Gordon’s philosophy is simple: suffer for a cause, and invite others to join the mission. 

Cow suits, BMX bikes, ice cream carts and now a unicycle? All in a day's fundraising. 

  1. From Print to Purpose: Reinventing at 40

When COVID derailed his events business, Gordon didn’t fold. He dove headfirst into a new career in financial services, combining his love for sales with a mission to educate and empower. It’s a story of professional resilience and reinvention in uncertain times. 

  1. Building Philanthropic Fitness

Gordon has run Dusi, tackled Rhino Peak, and completed Ironman events. But beyond the finish lines are the stories of the charities he supports—CHOC, Endangered Wildlife Trust, Run for Rangers, and more. His approach? Make your goals public, commit loudly, and get a community to back your mission. 

"Bite off more than you can chew, then chew like crazy." 

  1. Purpose, Parenting & Personal Growth

As a father and mentor, Gordon talks candidly about losing his own parents, the legacy he hopes to leave, and how becoming a dad shifted his view on life, work, and leadership. 

 

The Jesse Itzler Influence: Running All Day, Building Community 

One of Gordon’s recent inspirations is entrepreneur and endurance legend Jesse Itzler, founder of All Day Running Co. Gordon dreams of launching a South African version of Itzler’s epic festival-meets-race, blending endurance sports, live music, and philanthropy. 

Think "Splashy Fen meets ultra marathon" – a high-impact event with low entry barriers and massive community spirit. 

 CEO Corner: Jesse Itzler's Runningman Is the 'Woodstock of Wellness ...

Lessons from an Incredible Machine 

  • Start Before You're Ready: Gordon entered a 120km river race after a 5km paddle. The only way to grow is to go. 
  • Purpose Powers Performance: Whether in sport or business, if your 'why' is strong, the 'how' will follow. 
  • Give Loudly: Public accountability inspires support and strengthens your mission. 
  • Legacy is Built Daily: Through consistency, compassion, and community engagement. 

 

Final Thoughts 

Gordon Reid embodies the essence of The Incredible Machines Podcast: a humble hero, driven by heart, whose impact stretches far beyond his professional role. He reminds us that our greatest business may be building a better world. 

🎧 Listen to Episode 17 on Spotify, Apple Podcasts, or Amazon Music 

Tim
Post by Tim
May 08, 2025
Tim (The Incredible Machine) harnesses AI to revolutionize marketing and education, empowering organizations to maximize human potential and make learning actionable and humans, aka Incredible Machines, AI-adjacent.

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