Taylor Pearson on the End of Jobs and the Entrepreneurial Economy


“The longer the market goes without having a correction, the larger the correction will be when it happens. The longer we go in our careers and build businesses without variation or randomness, the larger the amount of underlying risk we accumulate” – Taylor Pearson

Is it true that today entrepreneurship is more profitable and safer than a job? That jobs are actually riskier than most think? That’s the conclusion Taylor Pearson, author of the bestselling book, The End of Jobs, came to after spending the last three years working with hundreds of entrepreneurs from Los Angeles to Vietnam, Brazil to New York.

In this episode we talk about how people are investing in entrepreneurship to create more freedom, meaning, and wealth in their lives—as well as the fallout from the meteoric success he’s experiencing from the book.

Show Notes:
Taylor’s research for the book (3:00)
The Fourth Economy, economic shift (5:58)
Are people prepared for this shift? (7:40)
James’ explanation of this economic evolution (8:20)
How technology has affected this shift (10:27)
When Taylor realized traditional path no longer sensible (12:10)
Entrepreneurship risky? (14:05)
Difference between real and perceived risk (17:53)
Best specific skill sets for today (20:01)
Doing “safe” things that feel “risky” (21:00)
Software is eating the world (23:46)
Amazon vs. Walmart (25:08)
College worth it anymore? Other strategies (26:25)
The Condescending Group ad (28:43)
Background in digital marketing and systems consulting (31:05)
How people will transition from job model to entrepreneurship (32:55)
Path 1: Apprenticeships (33:25)
Path 2: Stair-stepping (35:04)
Avoiding the fear of macro-economics and embracing individual agency (36:00)
Obsession with personal productivity systems (40:00)
The secret: a longer lever (45:30)
Daily rituals (47:28)
Book recommendations (48:00)
War of Art – Steven Pressfield
Linchpin – Seth Godin
Purple Cow – Seth Godin
Antifragile – Nassim Taleb
Man’s Search for Meaning – Viktor Frankl
Principles – Ray Dalio
Taylor’s apprenticeship with Tropical MBA (51:39)
Borderless Society (55:35)

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