The Art of Selling a Losing Position (2024)

Percentage LossPercent Rise To Break Even
10%11%
15%18%
20%25%
25%33%
30%43%
35%54%
40%67%
45%82%
50%100%

A stock that declines 50% must increase 100% to return to its original amount. Think about it in dollar terms: a stock that drops 50% from $10 to $5 ($5 / $10 = 50%) must rise by $5, or 100% ($5 ÷ $5 = 100%), just to return to the original $10 purchase price. Many investors forget about simple mathematics and take in losses that are greater than they realize due to emotional distress. They falsely believe that if a stock drops 20%, it will simply have to rise by that same percentage to break even.

This isn't to say that rebounds never happen. Sometimes a stock has been unfairly pummeled.But the long turnaround waiting periodsometimes yearsalso means that stock is tying up money that could be put to work in a different stock with possibly better potential.

The Best Offense Is a Good Defense

Championship teams have one thing in common: a good defense. This principle can be applied to the stock market as well. You can't win unless you have a predetermined defense strategy to prevent excessive losses.

Having a defensive strategy, or exit strategy, in place before placing a trade hedges against emotional trading. Once we own something, we tend to let emotions such as greed or fear take over and get in the way of good judgment.

An Adaptable Selling Strategy

The classic axiom of investing in stocks is to look for quality companies at the right price. Following this principle makes it easy to understand why there are no simple rules for selling and buying; it rarely comes down to something as easy as a change in price. Investors must also consider the characteristics of the company itself. There are also many different types of investors, such as value or growth on the fundamental analysis side.

A selling strategy that's successful for one person might not work for somebody else. Think about a short-term trader who sets a stop-loss order for a decline of 3%; this is a good strategy to reduce any big losses. The stop-loss strategy can be used by longer-term traders also, such as investors with a three- to five-year investment time frame.

However, the percentage decline would be much higher, such as 15%, than that used by short-term traders. On the other hand, this stop-loss strategy becomes less and less useful as the investment time frame is extended.

Questions to Ask Before Selling

If you know your investing style and have put some thought into your investment, use this framework to help you think about whether or not you want to sell. Start by asking yourself these questions:

  1. Why did you buy the stock?
  2. What changed?
  3. Does that change affect your reasons for investing in the company?

The first question will be an easy one. Did you buy a company because it had a solid balance sheet? Were they developing a new technology that would one day take the market by storm? Whatever the reason was, it leads to the second question. Has the reason you bought the company changed?

If a stock has gone down in price, there is usually a reason for it. Does the quality you originally liked in the company still exist or has the company changed? It is important to not limit your research to only the original purchase reasons. Review all of the latest headlines related to that firm as well as its Securities and Exchange Commission (SEC) filings for any events which could potentially diminish the reasons behind the investment.

If you have determined that there has been a change, then proceed to the third question: Is the change material enough that you would not buy the company again? For example, does it alter the company's business model? If so, it is better for you to offload the position in the company, as its business plan has greatly diverged from the reasons behind your original investment.

By remembering not to get emotionally attached to companies, your ability to make smart selling decisions will become easier and easier.

A Value Investor's Approach to Selling

Let's demonstrate how a value investor would use this approach. Simply put, value investing is buying high-quality companies at a discount. The strategy requires extensive research into a company's fundamentals.

1. Why Did You Buy the Stock?

Let's say our value investor only buys companies with a price-to-earnings ratio (P/E ratio) in the bottom 10% of the equity market, with earnings growth of 10% per year.

2. What Changed?

Say the stock declines in price by 20%. Most investors would wince at seeing this much of their investment fall. The value investor, however, doesn't sell simply because of a drop in price, but because of a fundamental change in the characteristics that made the stock attractive.

The value investor knows that it takes research to determine if a low P/E ratio and high earnings still exist. The value investor will also look at other stock metrics to determine if the company is still a worthy investment.

3. Does That Change Affect Your Reasons for Investing in the Company?

After investigating how or if the company has changed, our value investor will find that the company is experiencing one of two possible situations: It either still has a low P/E ratio and high earnings growth, or it no longer meets these criteria. If the company still meets the value-investing criteria, the investor will hang on. In fact, the investor might actually purchase more stock because it is undervalued and selling at a discount.

With any other situation, such as high P/E and low earnings growth, the investor is likely to sell the stock, hopefully minimizing losses. This approach works with any investing style. A growth investor, for example, would have different criteria in evaluating the stock. But the questions to ask would remain the same.

When Should You Sell a Stock At a Loss?

Whether you should sell a stock at a loss depends on your trading strategy and overall portfolio composition. You may be able to hold stock at a loss for a longer period if it is a smaller part of your portfolio and doesn't drag your portfolio's value down. Some investors may also wish to use an option repair strategy to help them recoup some of their losses. An investor may also continue to hold if the stock pays a healthy dividend. Generally, though, if the stock breaks a technical marker or the company is not performing well, it is better to sell at a small loss than to let the position tie up your money and potentially fall even further.

What Is the Best Time of Day to Sell Stock?

The periods of highest liquidity in the stock markets are always during trading hours, usually right at the open and about ten minutes before the close to the closing bell. Many companies are so liquid that trades are placed near instantaneously throughout the day, but if you are invested in smaller companies, there could be a substantial lag between when you place an order and when it is filled. There may be no one on the other side of the trade, and that is compounded after-hours or pre-market, when liquidity is low.

How Long Should I Hold a Stock?

Your stock placements and how long you should hold them depend on your investing style and goals. Many investors will buy something they intend to hold for years. When harvesting and reinvesting dividends, an investor may hold that position for 25 years or more, as their dividends are used to purchase additional shares. On the flip side, day traders and forex traders may hold a position for less than a minute.

The Bottom Line

Determining when to sell requires thought and work on your part to ensure these guidelines maximize the effectiveness of your investing style. All investors are different, so there is no hard-and-fast selling rule that all investors should follow.

Even with these differences, it is vital that all investors have some sort of exit strategy. This will greatly improve the odds that the investor will not end up holding worthless share certificates at the end of the day. Know what your investing style is and then use that strategy to stay disciplined, keeping your emotions out of the market.

The Art of Selling a Losing Position (2024)

FAQs

Should I sell a losing position? ›

Regardless of whether an investment has lost or gained value, you should never keep it if it no longer fits your strategy. That said, it can be hard to let go of an investment that's lost value, thanks to the break-even fallacy, or our instinct to wait to sell an investment until it rebounds to our purchase price.

What is the 3-5-7 rule in trading? ›

A risk management principle known as the “3-5-7” rule in trading advises diversifying one's financial holdings to reduce risk. The 3% rule states that you should never risk more than 3% of your whole trading capital on a single deal.

What is the 7 percent sell rule? ›

That brings us to the cardinal rule of selling. Always sell a stock it if falls 7%-8% below what you paid for it. This basic principle helps you always cap your potential downside.

Does it make sense to sell stock at a loss? ›

An investor may also continue to hold if the stock pays a healthy dividend. Generally, though, if the stock breaks a technical marker or the company is not performing well, it is better to sell at a small loss than to let the position tie up your money and potentially fall even further.

What is the 8 week hold rule? ›

The 8-week hold rule, developed by Investor's Business Daily (IBD), states that if a stock gains upwards of 20% within 1-3 weeks of a proper breakout, it should be held for eight weeks, as such stocks often become the market's biggest winners.

What to do with a losing stock position? ›

Investors who have suffered a substantial loss in a stock position have been limited to three options: "sell and take a loss," "hold and hope," or "double down." The "hold and hope" strategy requires that the stock return to your purchase price, which may take a long time, if it happens at all.

What is 90% rule in trading? ›

The 90 rule in Forex is a commonly cited statistic that states that 90% of Forex traders lose 90% of their money in the first 90 days. This is a sobering statistic, but it is important to understand why it is true and how to avoid falling into the same trap.

What is the 11am rule in the stock market? ›

​The 11 am rule suggests that if a market makes a new intraday high for the day between 11:15 am and 11:30 am EST, then it's said to be very likely that the market will end the day near its high.

What is the 80% rule in trading? ›

The Rule. If, after trading outside the Value Area, we then trade back into the Value Area (VA) and the market closes inside the VA in one of the 30 minute brackets then there is an 80% chance that the market will trade back to the other side of the VA.

What is the quick sell rule? ›

Quick Sell Rule - You cannot sell a security within a certain time period to reflect the fact that we are working with delayed data. The default value is 15 minutes. This is our way of ensuring that users don't "cheat" by trading in and out of a stock using real-time data.

Does money double every 7 years? ›

How the Rule of 72 Works. For example, the Rule of 72 states that $1 invested at an annual fixed interest rate of 10% would take 7.2 years ((72 ÷ 10) = 7.2) to grow to $2. In reality, a 10% investment will take 7.3 years to double (1.107.3 = 2).

What is 20 25 sell rule? ›

20%-25% profits-taking rule

When the stock price goes up and reaches that percentage, you sell the stock to secure your gains, which will also boost your confidence in further investment.

What is the best day to sell stocks? ›

If Monday may be the best day of the week to buy stocks, then Thursday or early Friday may be the best day to sell stock—before prices dip.

What is the best time of day to sell stocks? ›

The best time of day to buy and sell shares is usually thought to be the first couple of hours of the market opening. The reason for this is that all significant market news for the day is factored into the stock price first thing in the morning.

How do I avoid paying taxes when I sell stock? ›

9 Ways to Avoid Capital Gains Taxes on Stocks
  1. Invest for the Long Term. ...
  2. Contribute to Your Retirement Accounts. ...
  3. Pick Your Cost Basis. ...
  4. Lower Your Tax Bracket. ...
  5. Harvest Losses to Offset Gains. ...
  6. Move to a Tax-Friendly State. ...
  7. Donate Stock to Charity. ...
  8. Invest in an Opportunity Zone.
Mar 6, 2024

When should you sell a position? ›

A Stock Hits the Price Target

As a stock price rises, investors can begin selling the position once it reaches the price target range. Investors can either sell it all at the price target or ease out of the position over time at various price targets.

Should you sell at a loss and buy back? ›

If you sell a stock at a loss and quickly buy it back or keep investing in the stock after buying it back, the IRS generally won't allow you to write off the loss on your federal tax return. Let's consider an example.

Does selling stock at a loss reduce taxable income? ›

The IRS allows you to deduct from your taxable income a capital loss, for example, from a stock or other investment that has lost money. Here are the ground rules: An investment loss has to be realized. In other words, you need to have sold your stock to claim a deduction.

Should I sell stock at a loss to offset gains? ›

For most individuals, long-term capital gains are taxed at a rate of 15% to 20%, depending on income. For investors with income tax rates higher than their long-term capital gains tax rates, it might make sense to use capital losses to offset income rather than capital gains.

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