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Averaging up on compounding winners

Investors should adopt a venture capital mindset of 'averaging up' on winning positions where the underlying business fundamentals continue to prove out the thesis.

The argument

The host and his quoted guest argued that value investors often suffer from anchoring bias, selling out of compounding winners too early as the price rises. By focusing on whether the business is getting fundamentally stronger rather than the initial purchase price, investors can capture massive long-term compounders.

The thesis, stress-tested
✓ What validates it
  • Earnings per share or operating cash flow doubling over a multi-year period while the business maintains its growth profile
▸ Risks discussed
  • Optically expensive entry points can backfire if the business's growth rate unexpectedly matures or declines
  • Short-term multiple volatility can cause discomfort and pressure to sell
Hear it yourself
"This way of thinking encourages investors to focus deeply on how businesses scale, how network effects can create extraordinary compounders, and how to add to winners rather than selling them too early."
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Averaging up on compounding winners · Zortix