
Cautionary Tales with Tim Harford Shoes, Booze and the Pursuit of Happiness (Pt 1)
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Jan 16, 2026 Discover the fascinating story of Zappos CEO Tony Hsieh and his wild quest for happiness. Explore how he transformed a struggling shoe company into a paradigm of fun-focused culture. Learn about Zappos' unusual hiring practices that prioritize culture over credentials. Delve into Hsieh's lofty happiness framework and the challenges of implementing a radical self-managing structure called holacracy. Uncover the paradox of pursuing profit while aiming for purpose, alongside Hsieh’s late-life experiments and ideas that ultimately led to deeper questions about happiness.
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Rehab Revelations And Grandiose Claims
- Tony checked into rehab reluctantly and exhibited grandiose delusions like becoming seven feet tall.
- Tyler read a list of Tony's claims and watched him calmly insist it was key to a next-dimension exit.
From Raves To Running Zappos
- Tony moved from partying to serious entrepreneurship after selling his first internet company.
- He gambled his savings to keep Zappos alive during the dot-com bust and became CEO to save it.
Purpose Over Profit As A Strategy
- Tony sought a higher purpose beyond profit, settling on great customer service as Zappos' mission.
- He codified culture into ten core values and expected employees to live them.
















