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September 15, 2025 47 mins

Jeffrey Weiss is the author of Racing Against Time, chronicling my transformation from running a first 10K at age 48 to completing Ironman Arizona (twice) and the 72-mile Midnight Express ultramarathon between ages 57 and 61. My mission is to prove that radical change and athletic achievement are possible at any stage of life, and to inspire others to use endurance sports as a tool to extend their health span and reinvent themselves—even in midlife or beyond. Racing Against Time had received endorsements from ultra running legend and New York Times bestselling author Dean Karnazes (“If you’re looking for inspiration and motivation, Racing Against Time will get you going!”) and Modern Elder Academy founder Chip Conley (“Weiss’s story illustrates the power and joy of mid-life transformation.”).


His book will be available on Amazon beginning October 1st.


Summary

In this conversation, Benjamin Lee and Jeff Weiss explore the transformative journey of fitness and personal growth. Jeff shares his experiences of starting to run at 48, completing marathons, and ultimately tackling ultra marathons and Ironman competitions. They discuss the connection between fitness and professional achievement, emphasizing the importance of audacity in setting and pursuing ambitious goals. Jeff reflects on the lessons learned from both running and his career in a startup, highlighting the significance of resilience and the mindset of continuous improvement. The conversation concludes with encouragement for listeners to embrace their own fitness journeys and set meaningful goals.

Takeaways

It's never too late to get started with fitness.

The journey of transformation can lead to personal growth.

Setting audacious goals can empower us to achieve more.

Fitness can create experiences that build resilience.

The connection between fitness and professional achievement is significant.

Having multiple goals can prevent feelings of failure.

We should all find activities that make us happy and fulfilled.

Goal setting is important for motivation and focus.

We have a significant ability to impact how we age.

Embracing challenges can lead to unexpected rewards.

Chapters

00:00 Introduction and Background

02:57 The Journey to Fitness and Transformation

06:12 Setting Goals and Achieving Milestones

08:48 The Connection Between Fitness and Professional Achievement

11:22 Understanding Audacity and Big Goals

14:29 Overcoming Fear of Failure

17:01 Goal Setting and Life Adventures

19:39 The Importance of Reading and Learning

22:36 Racing Against Time: The New Book

25:20 The Impact of Aging and Fitness

27:50 Training Regimen and Health Monitoring

30:26 Nutrition and Supplementation

33:03 Experiences in Ultra Marathons

35:56 Reflections on Business and Endurance Sports

38:29 Final Thoughts and Encouragement







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