The Pathless Path with Paul Millerd #146 Separating Work & Identity - Simone Stolzoff on the myth of a "Dream Job," last-minute around the world trip, journalism, work, identity, writing his book, knowing when to quit, and the dangers of turning passion into a livelihood
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May 22, 2023 
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Impulsive Trip Changed Career
- Simone bought a last-minute $200 multi-city flight ticket after a friend tipped him off to a glitch.
- This impulsive trip became an 11-month world journey that changed his life direction.
Travel Builds Ambiguity Tolerance
- Simone's world travel cultivated comfort with ambiguity and the unknown rather than concrete career answers.
- This period emphasized living fully rather than following a strict vocational plan.
Choosing Between Two Selves
- Simone faced an existential choice between continuing writing or joining a design consultancy.
- This conflict inspired him to explore separating identity from work in his eventual book.