Publicly defending a stock in investor letters can tie a manager's ego to the position, making it hard to admit a mistake and sell. Some great managers minimize their letters to avoid "painting themselves into a corner," retaining the flexibility to change their minds and seize better opportunities.
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Continuously engaging in vociferous public debates to defend an investment can create intellectual lock-in. This emotional attachment makes it significantly harder to remain objective, think clearly, and ultimately change your mind when new information contradicts your thesis.
Regularly re-evaluate your investment theses. Stubbornly holding onto an initial belief despite new, contradictory information can lead to significant losses. This framework encourages adaptation by forcing you to re-earn your conviction at regular intervals, preventing belief calcification.
The "Liking-Loving Tendency" causes investors to identify personally with their holdings. They ignore faults, favor associated things, and distort facts to maintain positive feelings. This emotional attachment leads them to rationalize bad news and hold deteriorating assets for too long, destroying capital.
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Post-mortems of bad investments reveal the cause is never a calculation error but always a psychological bias or emotional trap. Sequoia catalogs ~40 of these, including failing to separate the emotional 'thrill of the chase' from the clinical, objective assessment required for sound decision-making.
Private equity managers often get psychologically anchored to their purchase price. Instead of cutting losses on a poorly performing asset to redeploy time and capital, they hold on in the vain hope of getting their money back, turning a bad deal into a time-consuming, mediocre one.
To avoid emotional, performance-chasing mistakes, write down your selling criteria in advance and intentionally exclude recent performance from the list. This forces a focus on more rational reasons, such as a broken investment thesis, manager changes, excessive fees, or shifting personal goals, thereby preventing reactionary decisions based on market noise.
Successful investing requires strong conviction. However, investors must avoid becoming so emotionally attached to their thesis or a company that they ignore or misinterpret clear negative signals. The key is to remain objective and data-driven, even when you believe strongly in an investment.
Gaonkar admits a major mistake wasn't just selling NVIDIA too early, but failing to re-evaluate it later. The sunk cost bias makes it psychologically difficult to revisit past decisions, especially ones that were wrong, causing investors to miss out on significant future gains.
True investment maturity isn't about holding through drawdowns. It's about recognizing when new information invalidates your thesis and selling immediately. The common instinct to defend a position by buying more is a costly mistake that turns event-driven plays into distressed holdings.
While having a disciplined rule like reviewing a stock after 24 months is useful, it should be subordinate to a more critical rule: sell immediately if the fundamental investment thesis breaks. This flexibility prevents holding onto a losing position simply to adhere to a predefined timeline.
