Employees Prevent Lifestyle Freedom

Andrew Wilkinson reflects on the trade-off between building a scalable business versus maintaining a simpler lifestyle, using Peter Levels as a contrasting example. The core tension is between growth/scale and personal freedom.

  • The "Beast to Feed" Problem:

    • Once you start hiring employees, you create obligations
    • Getting an office creates fixed commitments
    • These commitments reduce flexibility and freedom
  • The Alternative Path (Peter Levels Example):

    • Ability to "just check out" when desired
    • Maintains maximum personal freedom
    • Avoids the traps of traditional business scaling
  • The "Enough" Philosophy:

    • References Kurt Vonnegut story about having "enough"
    • Some entrepreneurs keep pushing for more (like Andrew)
    • Others (like Peter) optimize for lifestyle over scale
    • There's an admitted envy for those who can be content with "enough"
  • Key Insight:

    • Traditional business growth often comes at the cost of personal freedom
    • The decision to scale isn't just about money - it's about lifestyle trade-offs
    • Once you start building infrastructure, it's hard to step back
AW

Andrew Wilkinson

Co-founder of Tiny

Wilkinson is the co-founder of Tiny Capital, which owns companies including AeroPress, MetaLab and Dribble. He is also the co-founder and chairman of WeCommerce, a holding company that starts, buys, and invests in the world’s top Shopify businesses.

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