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Selling Discipline

When to trim, sell, and exit — the other half of the decision.

7 modules

The Broken Thesis: Knowing When a Thesis Is Actually Dead

Available

A thesis is broken when the specific reason you bought no longer holds, not when the price falls.

Worked example: A camera maker overtaken by the smartphonea thesis genuinely broken

Selling at a Loss: Cutting Losses vs. Averaging Down

Available

When you are down, the thesis decides whether to exit or add — never the size of the loss.

Worked example: Averaging down into a falling knifedoubling the size of a mistake

Taking Profits: When a Winner Gets Too Expensive

Available

Sell on the gap between price and value, not on the size of your gain.

Worked example: A great business at fifty times earningsthe lost decade for holders

Trimming a Position: Selling for Size Discipline

Available

Sometimes you sell not because anything is wrong, but because a winner grew too big for your own rules.

Worked example: A winner that grew from five to eighteen percenta trim for concentration, not for value

Why Selling Too Early Is the Costliest Mistake

Available

Selling a compounder to lock in a gain truncates the unbounded upside that makes a portfolio.

Worked example: Selling a compounder after it doubledthe upside left on the table

The Endowment Effect: Why You Can't Sell

Available

Owning something makes you value it more — which quietly sabotages every sell decision.

Worked example: The position you would never buy todaybut cannot bring yourself to sell

Sell Rules: Writing Exit Conditions Before You Buy

Available

Write the conditions that would make you sell at the moment you buy, while you are calm and unbiased.

Worked example: Two investors in the same crashone had written rules, one did not