Episode 11: Simon Whitfield – Life Lessons from an Olympic Champion, Finding Fulfillment in Sports and Business

In this episode of Optometry Unleashed, Trevor sits down with four-time Olympian and Canada's most decorated triathlete Simon Whitfield for an in-depth conversation spanning the world of sports, business, and personal growth.

Simon offers a fresh perspective on measuring success in both sports and business — not just by achievements, but by prioritizing personal fulfillment. Reflecting on his journey, Simon shares the valuable lessons he’s learned while growing up around athletes, failing at the junior nationals, competing at the Olympic level, and navigating the transition from competitive sports to co-founding his company Relentless Pursuit Partners.

Simon emphasizes the importance of learning to fail early and shares how a healthy obsession with marginal gains can be balanced with maintaining strong human connections. Simon's insights provide a roadmap for leading a balanced and fulfilling life, no matter the pursuit.

Trevor and Simon also discuss innovative warm-up routines, Simon’s favourite triathlon sport, the evolving role of information technology in sports, human moments that make traditional sports unforgettable, and more.

Timestamps

[00:06:31] Memories evolving over time.

[00:10:57] Being present in the moment

[00:16:49] Embracing imperfection

[00:17:57] Growing up in Kingston, Ontario

[00:20:46] Balancing multiple sports in triathlon

[00:22:43] The battle for marginal gains

[00:25:49] Finding satisfaction

[00:31:06] Evolving sports techniques

[00:42:22] Passion for people versus performance

[00:45:17] Continuous improvement in business

[00:52:15] Sleeping soundly as the measure of success

[00:54:09] Retiring from the Olympics

[01:00:18] The future of sports and health

[01:02:48] Technology and human moments in sports

[01:00:06] Training in Australia

[01:09:09] The journey of failure and learning

[01:15:29] The do-nothing defense

[01:17:54] Better one or better two

[01:22:28] Exploring opportunities in AI

Mentioned in this episode:

• Sherman Alexie: Author of The Lone Ranger and Tonto Fistfight in Heaven
• Jeremy Koreski: Photographer based in Tofino, BC
• David Weck: Creator of the BOSU ball and the WeckMethod Très futé: Multiplayer dice game
• VO2 Max: Tool for measuring how much oxygen your body uses while exercising

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