By Oliver Keim on Sunday, 01 March 2026
Category: Clearwater Internal

Disciplined S&P 500 Trade Delivers 3.23% in One Week

Disciplined S&P 500 Trade Delivers 3.23% in One Week 

Dear Members,

As announced during our last general meeting, I would like to follow up on the request to provide a more detailed explanation of selected trades from the current year. Transparency is very important to me, especially when it comes to understanding the sources of our returns. At the same time, I kindly ask for your understanding that I cannot comment on every smaller bread-and-butter trade in detail. A significant portion of my time is consistently dedicated to monitoring market structures, analyzing opportunities, and actively managing positions. Maintaining this operational focus is a key component of our overall success.

The trade described here dates back to January 2026 and serves as an excellent example of our structural trading approach. The position was opened on January 20, 2026 and closed on January 27, 2026. Within this relatively short time frame, we captured a 220 point move in the S&P 500. Specifically, the index advanced from 6,821 to 7,041 points, representing a performance of 3.23%. What was decisive here was not merely the direction of the move, but the precise timing of the entry and the disciplined execution of the exit within a well defined short term swing.

From a risk management perspective, the trade was executed with four position units and a total portfolio risk exposure of 4%. This allocation was fully aligned with our internal risk framework and reflects the high conviction and favorable structural setup at the time. Even in near riskless configurations, position sizing remains strictly rule based. The defined risk per trade is always embedded within the broader portfolio architecture to ensure capital preservation and long-term compounding stability.

In addition, partial profits were taken as the trade progressed. After the first predefined target was reached, the position was actively adjusted and the remaining exposure was structured in a way that eliminated downside risk. From that point forward, the trade was effectively risk free, allowing us to participate in further upside without increasing portfolio exposure. This stepwise management approach is a crucial part of our methodology, as it combines opportunistic upside participation with disciplined capital protection.

The catalyst for this trade was a significant shift in the volatility calendar spread. As you know, I continuously monitor the relative movements between different maturities of implied volatility. When structural anomalies or pronounced divergences appear in these term structures, they often create opportunities with exceptionally attractive risk-reward characteristics. In this particular case, the configuration indicated an imminent short term move in the index, while the risk priced into the structure was disproportionately favorable relative to the potential upside.

Setups of this quality do not occur every day. However, when they do emerge, we act decisively and with clearly defined risk parameters. I deliberately refer to this as a near riskless configuration because the relationship between potential return and calculated exposure was extraordinarily favorable. Of course, absolute risk free trading does not exist in financial markets. Yet through disciplined position sizing, careful structuring, active partial profit realization, and continuous monitoring, probabilities can be shifted meaningfully in our favor.

It is also important to understand how such trades fit into the broader portfolio strategy. They are not isolated events or fortunate coincidences. Rather, they represent systematically identified structural inefficiencies that recur over time. These volatility and term structure distortions form a core pillar of our annual performance. A substantial portion of our returns is generated through the disciplined exploitation of these temporary mispricings.

Moreover, these trades contribute to performance stability, as they can often be executed independently of long term directional market views. We are not reliant on forecasting multi month macro trends in these instances. Instead, we capitalize on clearly defined, time limited phases in which statistical probabilities and structural conditions are tilted in our favor.

In summary, this January trade illustrates the essence of our approach: monitoring structural changes, identifying statistically advantageous configurations, executing with discipline, structuring risk appropriately, securing partial gains at predefined levels, transforming trades into risk free positions once initial targets are achieved, timing entries and exits precisely, and consistently realizing defined opportunities within a controlled portfolio risk framework. It is this combination of analysis, experience, capital discipline, and systematic risk management that enables us to generate meaningful and repeatable contributions to our annual return profile.

I will continue to provide insight into selected trades in the future in order to further enhance transparency, while maintaining the operational focus required to navigate markets effectively. 

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