Uphill Athlete Podcast Voice of the Mountains: The Poetry of the Long Game with Randy Leavitt
Nov 4, 2025
Join legendary climber and entrepreneur Randy Leavitt as he shares his journey from developing iconic routes like Jumbo Love to building a real estate business that supports his climbing passion. He discusses the importance of vision, patience, and risk management, drawing parallels between crafting climbing routes and real estate projects. Leavitt emphasizes lifelong learning, reflecting on his near-death surfing experience and the grind of balancing business ambitions with his love for the mountains. His insights are a celebration of dedication, craftsmanship, and the legacy we leave behind.
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Vision Built Over Decades
- Randy built a life around long-term vision, delayed gratification, and daily consistent effort.
- He treated climbing and business as parallel crafts that required systems and patience.
Building A Business To Climb
- Randy financed his climbing life by building a real estate business after painting houses.
- He negotiated a 30-year partnership and even reviewed the contract while on expedition.
Information Is A Competitive Asset
- Randy gained an edge by collecting better, manual data than competitors in the pre-internet era.
- That local information advantage let him buy foreclosed properties banks wanted to unload.
