Here's a few of the questions I ask before any investment
In this monologue, the speaker outlines his personal framework for evaluating new risks or investment opportunities. He first emphasizes the importance of asymmetric returns—situations where the upside vastly exceeds the downside, such as options trading where loss is limited to the initial capital while gains can be many times larger. Next, he expands the definition of wealth beyond money, considering how a decision will impact his time, freedom, happiness, stress levels, and health. He stresses that any potential threat to these non‑financial assets can outweigh a high financial upside. Finally, he describes a rigorous vetting process that filters out opportunities prone to "shiny‑object syndrome," allowing him to say no to high‑return ideas that don’t meet his broader criteria while still being willing to pursue truly high‑upside bets.
