Employees Prevent Lifestyle Freedom
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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.
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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
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The Alternative Path (Peter Levels Example):
- Ability to "just check out" when desired
- Maintains maximum personal freedom
- Avoids the traps of traditional business scaling
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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"
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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
20:50 - 21:03
Full video: 01:47:34AW
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.