From Out of Shape at 48 to Ironman & $3B Startup Executive - Jeff Weiss

What happens when youreach age 48 completely out of shape, realize that the window to take yourphysical health seriously is rapidly closing, and decide to go from strugglingthrough a local 10K to completing multiple Ironman triathlons and a 72-mile ultramarathonin your 60s? Jeff Weiss is a business executive, ultra-enduranceathlete, and the author of Racing Against Time: OnIronman, Ultramarathons and the Quest for Transformation in Mid-Life.Over an 11-year span, Jeff served as a C-suite executive at a technologystartup that scaled to a $3 billion acquisition, all while pushing theboundaries of physical endurance in middle age. Jeff proves that extending yourhealth span is accessible to anyone willing to embrace consistency, move pastthe temporary "bucket list" mentality, and cultivate audacity as adaily habit. In this episode of FailCraft, Jeff joins Ezekiel to discuss redefiningmidlife potential. He explores the direct parallel between scaling a unicorncompany and pushing through the pain cave of an endurance race, how to managesetbacks in low-consequence environments, and how establishing daily movementhabits transforms how you age. In this episode of FailCraft,you’ll discover:·        TheTurning Point at 48: Conquering a 10Kdistance after a 31-year delay following his father's passing. ·        TheTrap of the "Bucket List" Mentality: Why one-and-done fitness tourism fails totransform health. ·        Startupsvs. Ironman Endurance:Navigating an 11-year startup ride to a $3 billion exit while training. ·        VoluntarySuffering in Controlled Environments: Using endurance sports to build resilience without catastrophicrisk. ·        PushingThrough the 72-Mile Midnight Express: Overcoming severe knee pain at mile 24 to finish the race. ·        HealthSpan vs. Lifespan: Why exercising 5–6days a week is your most dependable longevity lever. Connect With Jeff Weiss:·        WebsiteHub: Learn more aboutJeff's journey and literary work at jeffreyweissauthor.com. ·        Book: Racing Against Time: OnIronman, Ultramarathons and the Quest for Transformation in Mid-Life(Available on Amazon in Paperback, Kindle,and Audiobook). Support the Show:·        Fuel the FailCraftMission: https://iferia.nestuge.com/supportme ·        Subscribe, leave areview, and share this episode with anyone looking to kickstart their fitnessjourney in midlife! Want to Be a Guest onFailCraft?·        Connect with Ezekielon PodMatch: https://podmatch.com/hostdetailpreview/failcraft Chapters:00:00 Introduction:Jeff Weiss & Racing Against Time02:23 The Wake-Up Callat 48: Overcoming Midlife Physical Stagnation04:10 The Bucket ListTrap: Building an Identity as a Marathoner07:36 Startups toTriathlons: The $3 Billion Scaling Journey & Extreme Sports08:53 The Power ofVoluntary Suffering & Controlled Risk of Failure10:58 Inside"Racing Against Time": A Midlife Fitness Memoir13:25 Battling KneePain at Mile 24 of the 72-Mile Midnight Express15:49 Taking Controlof Your Health Span in Your 40s and 50s17:52 RedefiningSuccess as Continuous Self-Improvement & Impact19:11 Connect withJeff Weiss & "Racing Against Time"