The Diary of a CEO

World's Greatest Climber: If I Had One Last Climb It Would Be...

February 13, 2026|Original: 1h 37m|10 key insights|5 min read

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92 minutes

Key Insights

His brutal take on risk: 'People think I'm crazy, but at least I'm choosing MY risks—you're taking risks you don't even know about'

The $300/month van life: How he lived in a Ford Econoline for 10 years (ages 20-30) while his single sponsorship was 'embarrassingly small'

His mother's relentless perfectionism ('not good enough') became the exact opposite philosophy that shaped his entire life approach

Brain scan myth busted: 'My amygdala works fine—I'm just scared all the time after 20 years of climbing 5 days a week'

The moment he got 'really freaking scared' on Half Dome: Shuffling across a 1-foot ledge with 1,700+ feet of drop below, then having a mental crisis

Why free soloing El Capitan took 10 years, not minutes: 60+ ascents with rope, systematic breakdown of every section, and practice before the documentary

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