The Psychology of your 20s 368. How to find your dream career in your 20s ft. George Appling
Dec 26, 2025
Join entrepreneur George Appling, a Harvard MBA who left corporate life to chase passion-driven ventures, as he unpacks the intricacies of finding your ideal career in your 20s. Discover his five career paths and learn when to chase passion versus stability. George discusses the impact of failure on growth, how turning your passion into profit can sometimes dull your love for it, and the essential role of experimentation in discovering your path. Plus, gain insights on avoiding social comparison and prioritizing personal progress.
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Five Distinct Career Paths
- George Appling identifies five career paths: Passion Now, Independent, Experiment, Money, and Balanced.
- Each path fits different combinations of ability to monetize passion and need for financial security.
From CEO To Renaissance Fair Owner
- George left a corporate CEO career to run Sherwood Forest Fair and several passion businesses.
- He wrote a book offering five choices for structuring the relationship between passion and work.
Match Path To Money And Monetization
- If you can monetize a passion now and don't need much money, pursue the Passion Now path.
- If you want security first, build capabilities and wealth on the Balanced path then switch later.