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Afford Anything · May 22, 2026 · 1h 5m

The 5 Ways Investors Behave When Things Go Wrong, with Clare Flynn Levy

Clare Flynn Levy, a former hedge fund manager, draws on her experience during the 2007 financial crisis to explain common investor behaviors. She discusses two specific biases—sunk cost fallacy and the endowment effect—and shares a personal story about moving her kids' college funds after the 2024 election and later reviewing her thesis. Clare introduces five investor archetypes when things go wrong: Connoisseurs, Raiders, Rabbits, Hunters, and Assassins, with most people defaulting to rabbit-like paralysis or impulsive buying. She offers a practical rule: don't let any single position drag your portfolio down more than 1% before reassessing, and advises writing down your reasoning before every major move so you can evaluate decisions objectively later.

This summary was generated from show notes and public descriptions, not from a full transcript review. Details may contain inaccuracies.

Canon

Investors continue pouring money into losing positions because they've already invested time or money, rather than cutting losses based on future prospects.
Endowment Effect
Investors overvalue assets they already own simply because they own them, leading to holding onto losers or refusing to sell.

Highlights

The Five Investor Archetypes Under Stress
Clare outlines five archetypes of investor behavior when things go wrong: Connoisseurs, Raiders, Rabbits, Hunters, and Assassins.
The 1% Drawdown Rule
Clare advises never letting a single position cause more than a 1% loss in your entire portfolio before you reassess.
Write Down Your Investment Reasoning
Before making any major portfolio move, write down your reasoning and schedule a future review to objectively evaluate the decision.

Misc

Clare moved her kids' college funds from equities to bonds after the 2024 election, recorded her thesis in her calendar, and admitted nine months later that she was wrong.
She described hedge fund managers' typical behaviors with the archetypes: Connoisseurs let winners run, Raiders take profits too early, Rabbits freeze or keep buying into losers, Hunters wait for calculated shots, and Assassins cut losses without emotion.
Her 1% drawdown rule is a simple stop-loss for personal portfolios, forcing an unemotional reassessment.
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