Hold Don't Sell Philosophy

Andrew Wilkinson shares his perspective on holding vs selling businesses, emphasizing that predicting business outcomes is challenging and holding long-term often yields better results than selling.

Key Points:

  • Philosophy on Selling:

    • Doesn't like selling businesses
    • Hard to predict how large a business can become
    • Difficult to forecast how quickly a dying business will decline
  • Business Lifecycle Observations:

    • Even dying businesses rarely collapse quickly
    • Usually better to hold forever than sell for 1x profit
    • Most businesses take longer to die than investors expect
  • Selling Exceptions:

    • Only sells when founders specifically want an exit
    • Example: Sold MeLime because the founder wanted to exit
    • Albertsons bought it for "tens of millions" and worked well for everyone
  • Value Creation Over Time:

    • Hard to predict which businesses will become large
    • Even declining businesses can generate significant profits before dying
    • When business is declining, selling price is usually too low to justify exit
  • Real World Example:

    • References Warren Buffett selling newspapers
    • Buffett's sale was driven by:
      • Clear writing on the wall for industry
      • Complex union situations
      • Desire to exit operational complexity
  • Investment Philosophy:

    • Prefers to maintain ownership
    • Values long-term holding potential
    • Focuses on total value creation over exit opportunities
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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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