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The Billionaire and the Mechanic: How Larry Ellison and a Car Mechanic Teamed Up to Win Sailing's Greatest Race, the America's Cup, Twice

Julian Guthrie
Summary

Julian Guthrie's inside account of Larry Ellison's two America's Cup victories and his partnership with Russell Coutts, a car mechanic turned master sailor. It documents how Ellison brought the same strategic intensity he applied at Oracle to sailing's oldest trophy — building the best team around an underrated talent, obsessing over preparation, and refusing to accept that a dominance gap was permanent. The book also famously records the stack of books on Ellison's nightstand during the dot-com collapse.

For founders

This book is the subject of Founders episode #126, and Senra's framing centers on what Ellison was reading while Oracle was fighting for survival after the dot-com crash. Guthrie documented Ellison bookmarked a line in Lone Survivor: **'The real battle is won in the mind.'** The nightstand included Fate Is the Hunter, The Last Lion, The Jordan Rules, and Lone Survivor — a window into how a founder uses reading as tactical preparation, drawing lessons from Churchill, aviation decision-making, and military discipline.

Ellison's approach to the America's Cup mirrors his business philosophy: find an undervalued genius (Coutts had been fired by his previous team), obsess over every detail of preparation, and treat dominance gaps as temporary. For founders, the book is a case study in how competitive drive expresses itself identically whether the arena is enterprise software or ocean racing.

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