Redefine What's Impossible with The Iron Cowboy, James Lawrence
Release Date: 06/30/2025
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, better known as The Iron Cowboy, is a world-renowned keynote speaker, bestselling author, and endurance athlete who redefined human potential by completing 50 Ironmans in 50 days across all 50 states — and then doing the unthinkable — 100 full-distance triathlons in 100 consecutive days. Before becoming the greatest endurance athlete in history, James was a successful entrepreneur, running a thriving mortgage company and helping hundreds of clients build wealth through homeownership and strategic refinancing. That same relentless mindset that powered him through thousands of miles now...
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, Chief Executive Officer of , has more than a decade of executive experience in data, analytics, and artificial intelligence, including Global Head of Innovation and Advanced Technology at Kaiser Permanente and Chief Data Officer of AIG. While at AIG, she was named Insurance Woman of the Year by the Insurance Technology Association for her data innovation work. Wilson has been a steady supporter of diversity. She launched the Kaiser Permanente Women in Technology group, focused on mentorship and retention for women in math, technology, and science. At AIG, she launched Global Women in...
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Ranesha Dean is a branch manager for Caribbean Alliance Insurance Company, a regional general insurance company in the Eastern Caribbean, and is responsible for the Bahamas operations. Her career in the general insurance industry began in 2009, and she has worked in various roles over the years, including sales, underwriting, claims, and compliance. She holds a BA in economics and finance from The University of The Bahamas (formerly College of The Bahamas) and several designations with The Institutes, including the CPCU designation (2022). Ranesha is an avid insurance learner eager to dive...
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Tim Fletcher is Gen Re’s VP, Senior Emerging Issues Specialist, and an avid contributor to Gen Re’s blog, and he edits the UM/UIM Liability Laws Survey. He is a graduate of the University of Minnesota (Bachelor of Arts, Journalism) and the Michell-Hamline School of Law (Juris Doctor), and currently serves on CPCU’s Reinsurance, Excess & Surplus Lines Interest Group and as chapter governor for the Upper South Region. He is a founding member of the Atlanta Insurance Coalition for Change and a guest lecturer on Risk Management and Insurance at Georgia State University and many industry...
info_outlineJames Lawrence, better known as The Iron Cowboy, is a world-renowned keynote speaker, bestselling author, and endurance athlete who redefined human potential by completing 50 Ironmans in 50 days across all 50 states — and then doing the unthinkable — 100 full-distance triathlons in 100 consecutive days. Before becoming the greatest endurance athlete in history, James was a successful entrepreneur, running a thriving mortgage company and helping hundreds of clients build wealth through homeownership and strategic refinancing. That same relentless mindset that powered him through thousands of miles now fuels his ventures in multi-family real estate and ownership of Crumbl Cookie franchises. He’s been named one of Sports Illustrated’s “Fittest 50,” featured in two acclaimed documentaries, and honored alongside icons like LeBron James and Conor McGregor. But James’s story isn’t just about athletic records — it’s about purpose, resilience, and refusing to settle for average. In this episode of In the Know, Chris Hampshire and James examine the importance of risk-taking in any successful career, techniques for transferring fear to excitement, and the possibilities that are available to those who are brave enough to tackle the unknown.
James will be the closing keynote and conferment speaker at this year’s In2Risk event, taking place November 3‒5 in New Orleans. For more information and to register, visit In2Risk.org. Register by Sept. 5 to take advantage of early bird rates.
Key Takeaways
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James’s pivot from the mortgage industry to extreme sports.
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The importance of risk-taking in any successful career.
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Calculating which risks bring the greatest rewards.
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The suffering is worth it when you show up prepared.
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The future is filled with possibilities for those who are willing to take risks.
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AI leverage has the potential to bring greater joy to the workforce.
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Techniques for transferring fear to excitement.
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Breaking monumental accomplishments down into manageable tasks.
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Personal development and risk-taking.
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Staying healthy while achieving incredible goals.
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What to expect from James’s keynote presentation at In2Risk.
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A five-year look at the rapidly changing future.
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James’s encouraging advice to his early career self.
In the Know podcast theme music written and performed by James Jones, CPCU, and Kole Shuda of the band If-Then.
To learn more about the CPCU Society, its membership, and educational offerings, tools, and programs, please visit CPCUSociety.org.
Follow the CPCU Society on social media:
X (Twitter): @CPCUSociety
Facebook: @CPCUSociety
LinkedIn: @The Institutes CPCU Society
Instagram: @the_cpcu_society
Quotes
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“Sometimes hitting rock bottom can be the greatest gift.”
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“What is the risk that I have to take? And what is the benefit to myself, my family, my community?”
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“The suffering is always worth it if you show up prepared.”
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“For people who understand and leverage AI, it’s going to bring a lot of joy and happiness in their lives.”
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“Am I going to allow fear to dictate my decisions, or am I going to continue to chase my dreams?”
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“Taking risks and personal development go hand in hand.”