Success brings knowledge, but it also creates a bias against trying unconventional ideas. Early-stage entrepreneurs are "too dumb to know it was dumb," allowing them to take random shots with high upside. Experienced founders often filter these out, potentially missing breakthroughs, fun, and valuable memories.

Unlike surgery or engineering, success in finance depends more on behavior than intelligence. A disciplined amateur who controls greed and fear can outperform a PhD from MIT who makes poor behavioral decisions. This highlights that temperament is the most critical variable for long-term financial success.

The worst feeling for an investor is not missing a successful deal they didn't understand, but investing against their own judgment in a company that ultimately fails. This emotional cost of violating one's own conviction outweighs the FOMO of passing on a hot deal.

Phenomena like bank runs or speculative bubbles are often rational responses to perceived common knowledge. People act not on an asset's fundamental value, but on their prediction of how others will act, who are in turn predicting others' actions. This creates self-fulfilling prophecies.

The fear of loss is stronger than the attraction to gain. This "loss aversion" explains why people hesitate to initiate positive gestures, like smiling at a stranger in an elevator. They are willing to sacrifice an almost certain positive reciprocal outcome (98% chance) to protect against a tiny risk of looking foolish (2% chance).

Most people (88%) agree on fundamental values but remain silent, fearing ostracization. This allows the most extreme 5% of voices to dominate 90% of public discourse, creating a false impression of widespread disagreement and polarization where one doesn't exist.

Beyond the desire for success, the intense fear of embarrassment and public failure can be an incredibly potent motivator. For high-profile individuals, the social cost of failure is so high that it creates a forcing function to succeed at all costs.

Hetty Green's famous strategy to "buy when things are low" was enabled by two key factors: always having cash on hand and possessing the emotional stability to act decisively when others were panicking. Having liquidity is useless without the courage to deploy it during a crisis, a combination few possess.

David Rubenstein posits that individuals from wealthy families may lack the intense drive required for successful investing, as it involves a "tortuous" learning process. Those from more modest backgrounds often possess the necessary hunger and grit to endure the inevitable failures and learn from them.