Compounding has positive asymmetry. A stock can only lose 100%, but it can gain multiples of that. This means a portfolio with one stock compounding at +26% and another at -26% doesn't break even over time; the winner's gains eventually dwarf the loser's total loss, leading to strong positive returns.

The most profitable periods for trend following occur when market trends extend far beyond what seems rational or fundamentally justified. The strategy is designed to stay disciplined as prices move to levels few can imagine, long after others have exited.

The asymmetrical nature of stock returns, driven by power laws, means a handful of massive winners can more than compensate for numerous losers, even if half your investments fail. This is due to convex compounding, where upside is unlimited but downside is capped at 100%.

The smooth exponential curve of compounding is a myth. In reality, it occurs in a world of shocks and uncertainty. True long-term compounding isn't just about picking winners; it's the result of having a robust process that allows you to survive the inevitable randomness and volatility along the way.

Simple replication of managed futures indices is slow and has high tracking error. A superior “informed replication” approach combines backward-looking index data with forward-looking trend system priors and active risk management, resulting in a more robust beta-like exposure.

Thinking about leverage as simply "on" or "off" is limiting. A more advanced approach views any asset with a lower expected return as a potential liability. One can effectively "borrow" it (i.e., short it) to finance the purchase of an asset with a higher expected return, aiming to capture the spread.

Combining managed futures with equities in a single product makes the strategy easier for investors to hold behaviorally. However, this “smoother ride” comes at a cost: it dilutes the powerful, anti-correlated impact that a pure-play managed futures strategy can have during a significant market downturn.

Investors instinctively value the distant future cash flows of elite compounding businesses higher than traditional financial models suggest. This phenomenon, known as hyperbolic discounting, helps explain why these companies consistently command premium multiples, as the market behaves more aligned with this model than standard exponential discounting.

A 50% portfolio loss requires a 100% gain just to break even. The wealthy use low-volatility strategies to protect against massive downturns. By experiencing smaller losses (e.g., -10% vs. -40%), their portfolios recover faster and compound more effectively over the long term.