Table of Contents
Disclaimer: This communication is provided for information purposes only and is not intended as a recommendation or a solicitation to buy, sell or hold any investment product. Readers are solely responsible for their own investment decisions.
KEYPOINTS
Rebalancing ensures your portfolio stays diversified while optimizing returns and managing risk.
Use the decision tree to determine when to let your winners run and when to cut your losses short.
Evaluate valuation, fundamentals, and market conditions to make informed rebalancing decisions.
When managing a stock portfolio, knowing when to rebalance is crucial for long-term success.
While rebalancing ensures your portfolio remains diversified, it also allows you to optimize returns and manage risk. However, rebalancing isn’t a simple one-size-fits-all decision; there are many factors to consider before making adjustments.
Below, I’ll walk you through key insights that complement the decision tree image, designed to guide you in determining when to let your winners run and when to cut your losses short.
note: the GRID which is mentioned in the chart above is the Portfolio Allocation GRID.
and the reason why I set the benchmark to be at least USD200 because any rebalancing which is done under that amount will not make financial sense, since the stock may need to rise significantly just to cover the brokerage & commission costs.
Why Rebalancing Matters
Stock markets are inherently volatile, and as prices fluctuate, so does the composition of your portfolio. Without regular rebalancing, you may unintentionally increase your exposure to risk by holding too much of one stock or sector. On the flip side, you may also miss out on opportunities if you cut winning stocks too early.
Rebalancing is your tool to maintain control, ensuring that your portfolio reflects your desired risk tolerance and return objectives. It allows you to:
Protect gains from being wiped out by downturns in specific stocks.
Ensure underperforming stocks don’t drag down your overall portfolio performance.
Maintain an optimal level of diversification.
Key Considerations Beyond the Decision Tree
While the decision tree helps you map out the basic framework, let’s dive into the reasoning behind some of the key factors.
1. Valuation: Not Just a Number
Valuation is a critical component of the decision tree, but it's important to recognize that valuations can sometimes mislead, particularly in growth stocks. A stock with a high Price-to-Sales (PS) ratio, for example, might still be a strong performer if its future growth prospects are substantial.
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Always balance valuation metrics with the company’s growth trajectory and industry position.
In contrast, value stocks might seem undervalued based on traditional metrics, but they could be "cheap for a reason." If the business fundamentals are declining, low valuation alone doesn’t justify holding onto the stock.
It's far better to buy a wonderful company at a fair price than a fair company at a wonderful price. - Warren Buffett
2. Fundamentals: The Story Behind the Numbers
Fundamentals are the bedrock of long-term investing. It’s tempting to hold onto a stock simply because it has performed well, but without solid fundamentals (i.e., revenue growth, earnings strength, and competitive positioning), the growth is often unsustainable.
In rebalancing, look at not only the company’s financials but also qualitative factors like management quality, market share, and future prospects. If any of these start to weaken, it might be time to cut your losses, even if the stock hasn’t yet fallen dramatically.
Refer to Investment Checklist Tool: A Practical Tool to Organise Your Portfolio Research for more on how to organise your findings when performing fundamental analysis for your list of companies.
3. Letting Winners Run: The Power of Compounding
Investors often make the mistake of selling their winners too early, fearing a market correction or wanting to lock in gains. However, long-term wealth creation often comes from allowing your best-performing stocks to compound over time.
That said, "letting your winners run" doesn’t mean you should ignore them. Keep monitoring both valuation and fundamentals. If the stock becomes massively overvalued, or if its fundamentals deteriorate, you may need to rebalance. The decision tree can guide you on whether to take profits or hold firm based on these two criteria.
Selling your winners and holding your losers is like cutting the flowers and watering the weeds. - Warren Buffett
4. Cutting Losses: Avoid the Sunk Cost Fallacy
No one likes admitting they were wrong about a stock, but it’s essential to remove emotional bias from your investment decisions. If the fundamentals are no longer sound, holding onto a stock hoping for a turnaround can cause more harm than good. The sooner you cut your losses, the more capital you can free up for better opportunities elsewhere.
5. The Rebalancing Frequency: Don’t Overdo It
Rebalancing shouldn’t happen too frequently—over-trading can lead to unnecessary transaction costs, taxes, and emotional decision-making. Many successful investors recommend reviewing your portfolio quarterly or semi-annually, unless market conditions change drastically. The decision tree can be a great reference during these periodic reviews, helping you assess whether you need to take action.
A Note on Diversification
Diversification is key to managing risk, but it doesn't mean just holding many stocks. True diversification involves holding assets that don’t all move in the same direction during market fluctuations. When you rebalance, ensure you’re not just shifting funds from one overvalued stock to another in the same sector. Look across sectors and asset classes to find complementary investments.
Final Thoughts
The decision tree image gives you a clear roadmap for evaluating when and how to rebalance your portfolio. However, it’s essential to combine it with a deeper understanding of the market environment, valuation metrics, and company fundamentals. By doing so, you can ensure your portfolio is well-diversified and poised for both stability and growth.
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