The Analyst's Path

Reasons to sell a stock

A stock has five legitimate reasons to sell it, and a move in the price is not one of them. Each reason is a different way to fail the fresh-money test: with cash equal to this position's value, would you buy this business at this price and this weight today? Selling on a broken thesis or a recognised mistake ignores tax. The other three reasons are judgement calls where the tax bill legitimately raises the bar.

4 min readPart of Selling & MistakesOpen in course mode

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Strip away everything that is not a reason to sell (the price rose, the price fell, you're bored, a pundit is bearish, you want to "book profits" before year-end, the chart looks toppy) and exactly five legitimate reasons remain. Each is about the business, the value, the alternative, or your portfolio; none is about your cost basis or the direction of the last price tick. Learn them as a closed set, because their power is partly that they are exhaustive: if a proposed sale does not map cleanly onto one of the five, it is probably a bias wearing a costume, and the default is to do nothing (Terry Smith's third instruction, M6.02).

What is the fresh-money test?

The master frame that unifies all five is the fresh-money test from M6.04, applied at the position level: ignoring what I paid and what the position is now worth to me emotionally, if I held cash equal to this position's current market value, would I buy this business, at this price, at this weight, today? The five reasons are simply the five distinct ways the answer can be "no":

  1. No, because the business is no longer what I thought (the thesis broke). See selling on a broken thesis
  2. No, because I was wrong about the business from the start (a mistake). See cutting losses
  3. No, because the price now exceeds the value by too much (margin of danger). See selling above value
  4. No, because I'd rather own something else with this money (opportunity cost). See switching to a better opportunity
  5. No, not at this weight; I'd own less (beyond risk tolerance → trim). See trimming a position

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Which reasons to sell ignore tax, and which call for a trim?

Two structural distinctions organize the five and you should carry them as the backbone of everything that follows. The first is tax-blindness. Reasons 1 and 2, a broken thesis and a recognized mistake, are non-negotiable and tax-blind: when the reason to own is gone, you sell regardless of the tax bill, because holding a broken or mistaken position to defer tax is letting the tax tail wag the risk dog, and the impairment risk dwarfs the tax. Reasons 3, 4, and 5 (overvaluation, a better idea, and sizing) are discretionary and tax-modulated: they are judgment calls about degree, and the after-tax cost of acting (see tax-aware selling) legitimately raises the bar. The second distinction is action: reasons 1, 2, and often 3 point to a full exit; reason 4 points to a switch; reason 5 points to a trim, not an exit. Keep these straight and most sell decisions resolve themselves.

#Sell reasonOne-question decision testTaxTypical action
1Thesis broken"Has a load-bearing pillar I wrote down factually broken — not merely the price fallen?"BlindExit
2Mistake recognized"Given what I now know, was my original analysis wrong — not just unlucky?"BlindExit; never average down
3Price ≫ value"Does today's price imply a forward return below my hurdle even under the bull case?"ModulatedTrim/exit (compounder caveat)
4Better opportunity"Is B's risk-adjusted forward return higher than A's by more than tax + costs + the conviction discount?"ModulatedSwitch (only on a wide gap)
5Beyond risk tolerance"Does the position exceed my pre-set maximum weight?"ModulatedTrim to the cap (not exit)

The five reasons are the general law, and they hold whatever the company is. Lynch's category triggers, which set a different numeric sell level for a slow grower, a stalwart, a fast grower, a cyclical, a turnaround and an asset play, are the specialisation of reason 3 to a company type, and E11.06 runs them as a drill with ten companies and ten computed triggers.

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Part of the course

This page is part of Selling & Mistakes (M9.03), in Phase 9: Portfolio construction, risk and investment process. The module's flashcards and its quiz are in the app.