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When to Sell Stocks & Investing Strategies


When to Sell Stocks & Investing Strategies

Prepared by Michael Menninger, CFP

I often jokingly said, about when to sell stocks that, “the easiest thing to do is buy a stock, but the hardest thing to do is sell it”. Why?  Typically for the “average” investor, the single largest impediment to successful investing is keeping their emotions in stock market investing at bay.  When the stock is up, “I don’t want to sell it, the stock is doing well!”.  Or when the stock is down, “I don’t want to sell it, it will come back”.  Does this sound familiar?  

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What's Your Stocks & Investment Selling Strategies?

It's important to review your investment goals before getting into any particular selling strategies. Do you want to invest for long-term growth or short-term profits? Are dividends or capital gains your primary source of income? Your selling decisions will be influenced by your investing goals.

What's Your Stocks & Investment Selling Strategies?

Let’s turn the clock back to the tech bubble in the late 90’s, and the subsequent bubble burst from 2000 – 2002, as I have two anecdotes.  Lucent Technologies stock rose from about $10 per share to $200 per share, only to drop back to $1 per share.  Would you have sold the stock when it reached $200 per share?  Or did you ride it back down to virtually nothing like many investors did at the time?  

Similarly, Qualcomm rose 2800% in 1999, so if one were to invest $10,000 in that stock, it would have finished the year at $290,000. Qualcomm’s stock price then decreased by 66% in the next six months, and a total of 85% in less than two years. 

Think to yourself - what would YOU have done if you owned those two stocks?  One thing is for certain – if I invested $10,000 in Qualcomm, I wouldn’t have finished with $290,000.  In all likelihood, I would have sold pieces of it as the stock went up, so I’m playing with house money, so to speak.

In the movie, “Wall Street," Gordon Gekko (played by Michael Douglas) told Charlie Sheen that greed is good. When it comes to investing, I beg to differ, because greed is one of the single greatest emotions in stock marketing investing that gets in the way of good investing and figuring out when to sell stocks. In fact, my father taught me a lesson in 1994 when I sold Cisco stock for $45 a share, and the stock quickly rose to $47. I griped that I had “lost” money, but he quickly reminded me that I just gained 15% on my investment in less than a month. “Don’t be greedy!” he said.

Watch as Michael shares his opinion on stocks

Deciding When to Sell Stocks

So how do you decide when to sell stocks?  For starters, before purchasing an investment, it is important to understand whether this is designed to be a long-term buy-and-hold, or a short-term investment strategy. If you decide to invest for the short term you should already be thinking of what you would want to gain, or be willing to lose. Bill O’Neil, successfully won an annual investor competition three years in a row and subsequently founded the  Investors’ Business Daily newspaper, which is a competitor of the Wall Street Journal.  

When selecting a stock at the time, he immediately set a disciplined loss limit of 7%, so the stock would be sold if it fell 7% below its purchase price.  In short, he limited the downside of any investment he made.  Also, when asked if someone should sell their stock, I have half-jokingly suggested to sell half of it.  Heck if it goes up, at least you kept half of it – and if it went down, at least you sold half of it!

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Stock Selling Strategies

            For those investors who purchase stocks for the short term, here are three disciplined stock selling strategies they could use:

  1. Limit Orders - A limit order is a stock selling strategy investors use to set a desired price (above the current price) they would like to sell the stock for.  So, if the stock reaches that limit, then it is sold.   Thus, the limit order is a method for investors to sell their stock at a desired price.
  2. Stop Orders – A stop order is placed at a specific dollar amount below the purchase price, so that if the stock drops to that price, then it is sold (note that there is some unlikely risk that goes along with this tactic that is beyond the scope of this article).  In short, the stop order limits how much you will lose on the stock, similar to Bill O’Neil’s strategy.
  3. Trailing Stops – This is a version of the stop order that allows the investor to benefit from the stock rising in value, but provides a limit on how much they “give back” if the stock price subsequently drops. Trailing stops can be in the form of specific dollar amounts or percentages.  For example, an investor owns a share of XYZ company worth $100. The investor does not want to lose more than 10% on this investment, so they place a 10% trailing stop order. If that stock reaches $90, it triggers the stop order and it is sold. However, if the stock price goes up to (say) $150, then the 10% trailing stop follows the stock price up, so the stop order is triggered at 10% below its peak of $150, so the stop order would be triggered at a price of $135.  The same can be done with specific dollar amounts, so using the previous example with a $10 stop limit, then the stock would have been sold at a price of $140 per share.

When figuring out when to sell stocks, you're always going to take on some type of risk.  Specifically, stop orders could be triggered by a short or sudden drop in the stock price causing the sale of the stock, only to have it rise again.   

Ask the Investment Professionals about Effective Stock Selling Strategies

That said, these stock selling strategies may be useful particularly if you’re not watching your investment every minute of every day.  If you have any questions regarding these stock-selling strategies, ask your investment professional, or feel free to contact us!

All investments are subject to risk, including the possible loss of principal. There is no guarantee any strategy will be successful.

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Michael Menninger, CFPAbout the Author: Michael Menninger, CFP®️

Michael Menninger is the founder and president of Menninger & Associates Financial Planning. With 20+ years of financial planning experience, Michael helps his clients pursue their financial goals through a hardworking, common-sense and detail-oriented approach to financial planning. He provides personalized service, builds lasting relationships, and maintains a disciplined, long-term outlook. He uses his experience and wide-ranging business and educational background as a basis for creating financial plans unique to each client's goals and aspirations.

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