“You can’t study or learn your way into a new identity” - I love this quote from Darren Joe. He’s been thinking about carving a different path from 2003 to 2004. He said that he was driven by a natural drive to be independent and do his own thing. I found this pretty impressive because in those years not many people were doing what he was doing.

He recently published a book titled The Fail-Safe Entrepreneur. In it he argues that almost all solopreneurs strive for three things: Freedom, Adventure, Meaning. I definitely agree. However, he says many fail to reach these aims because they ignore the shadow side of this path. He details four things - FAIL: Failure, anxiety, instability, loneliness.

We explore many things in this conversation including:

Grappling with the achiever identity
Longing for independence and freedom
Parental approval
Building Community
Experiments
Defining success

You can buy his book the Fail Safe Solopreneur on Amazon

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The Shadow Side of Solopreneurship - Darren Joe

The Pathless Path with Paul Millerd