Drawing from Sun Tzu and Charlie Munger, the key to long-term investment success is not brilliance in stock picking, but systematically avoiding common causes of failure. By identifying and steering clear of ruinous risks like excessive debt, leverage, and options, an investor is already in a superior position.

The memo details how investors rationalize enormous funding rounds for pre-product startups. By focusing on a colossal potential outcome (e.g., a $1 trillion valuation) and assuming even a minuscule probability (e.g., 0.1%), the calculated expected value can justify the investment, compelling participation despite the overwhelming odds of failure.

In "The Art of War," adhering to the "moral law" is a core strategic principle that ensures loyalty in crisis. Buffett applies this by cultivating a reputation for fairness and character. This becomes a competitive advantage, attracting partners and deals that others cannot access, proving ethics are a strategic asset.

The best leaders act on incomplete information, understanding that 100% certainty is a myth that only exists in hindsight. The inability to decide amid ambiguity—choosing inaction—is a greater failure than making the wrong call.

Leaders often conflate seeing a risk with understanding it. In 2020, officials saw COVID-19 but didn't understand its airborne spread. Conversely, society understands the risk of drunk driving but fails to see it most of the time. Truly managing risk requires addressing both visibility and comprehension.

For an event with a 1-in-N chance of happening, if you try N times, the probability of it occurring at least once is roughly 63%. While this highlights the danger of repeated low-probability risks, it also applies positively. Consistently performing small, beneficial actions can compound to make eventual success almost a mathematical certainty.

Instead of relying on population averages for risk (e.g., car accidents), monitor your own close calls and mistakes. These 'near misses' are latent data points that provide a much better personal estimate of your true risk profile and how long you can last before a critical failure occurs if habits don't change.

Sun Tzu's "Art of War" is largely written in the negative ("don't do this"), a "via negativa" approach. This simplifies decision-making by focusing on eliminating obvious errors. In investing, this translates to using checklists of past failures to avoid ruin, ensuring that what remains is the only viable path to take.

Top tennis players like Rafael Nadal win only ~55% of total points but triumph by winning the *important* ones. This analogy illustrates that successful investing isn't about being right every time. It's about consistently tilting small odds in your favor across many bets, like a casino, to ensure long-term success.