• Subscribe
  • Log In
  • Home
  • Daily Diary
  • Asset Class
    • U.S. Equity
    • Fixed Income
    • Global Equity
    • Commodities
    • Currencies
  • Sector
    • Basic Materials
    • Consumer Discretionary
    • Consumer Staples
    • Energy
    • Financial Services
    • Healthcare
    • Industrials
    • Real Estate
    • Technology
    • Telecom Services
    • Transportation
    • Utilities
  • Latest
    • Articles
    • Video
    • Columnist Conversations
    • Best Ideas
    • Stock of the Day
  • Street Notes
  • Authors
    • Doug Kass
    • Bruce Kamich
    • Jim Cramer
    • Jim "Rev Shark" DePorre
    • Helene Meisler
    • Jonathan Heller
    • - See All -
  • Options
  • RMPIA
  • Switch Product
    • Action Alerts PLUS
    • Quant Ratings
    • Real Money
    • Real Money Pro
    • Retirement
    • Stocks Under $10
    • TheStreet
    • Top Stocks
    • Trifecta Stocks
  1. Home
  2. / Investing
  3. / Stocks

Embrace Selling as Part of a Strategy to Improve Your Returns

I like to think of selling as a form of insurance at times that temporarily reduces my risk. It can be undone in a second, and if it carried some cost, that is just an insurance policy. Let me explain.
By JAMES "REV SHARK" DEPORRE
Jul 17, 2021 | 10:00 AM EDT

I often interact with traders and investors who are unhappy with their returns.

They all tend to have one thing in common: They have not been effective sellers. They hold onto bad stock picks for too long, and they fail to take defensive action when the market is correcting. They find themselves holding many stocks with substantial losses and then wonder what they should do.

Digging yourself out of a hole is hard work, and I'll be discussing that in great detail in the future, but the best solution is to avoid those holes, and the best way to do that is to harness the power of the sell button on your keyboard.

The ability to quickly and easily sell a stock is the most powerful tool that you possess, but very few folks use it to its full capacity. Selling a stock is generally viewed as the last resort after a trade has failed. It is done grudgingly, because it is viewed as an admission of failure rather than just a part of the trading process

The reality is that selling is your primary source of control over the market beast. It is selling that allows you to cut risk and develop strategies to put you in a position for big gains.

Often selling is an emotional reaction, rather than a carefully planned strategy. There is a tendency to think of a sale as the end of a trade or an investment, rather than just part of a more complex strategy. I like to think of selling as a form of insurance at times that temporarily reduces my risk. It can be undone in a second, and if it carried some cost, that is just an insurance policy.

There is often a natural resistance to selling a stock, and the only way to overcome that is to grow comfortable with the ability to buy back stock. I have found that when I sell and rebuy a stock that is bothering me, I feel empowered, because it reinforces that feeling that, ultimately, I am in control of the situation and not the market.

It isn't just small traders and investors that struggle with the selling decision. In an academic study entitled "Selling Fast and Buying Slow: Heuristics and Trading Performance of Institutional Investors," written by researchers from the University of Chicago, Carnegie Mellon, and MIT, the authors found that, on average, professional fund managers would produce better returns if they simply sold stocks in their portfolios at random.

"We document a striking pattern: while the investors display clear skill in buying, their selling decisions underperform substantially," they wrote.

The problem is that, just like with amateur traders, the pros tend to make emotional decisions when it comes to trading. The first stocks that professional money managers sell are those that have made the biggest moves in either direction. They sell their big losers or their big gainers at a 50% higher rate than other stocks, since those are the stocks that produce the strongest emotional responses.

The study concluded that the main reason for this is that managers tend to sell only when they are forced to due to market conditions. They do not have a systematic approach to selling but generally make the decisions only when they have no choice, and there is no longer a strategy at work.

The best advice I can give is to spend more time on the selling decision and think of it as a form of strategy and not just the end of a transaction. Do it a lot. Here are some other issues to consider:

  1. Have a strategy for building positions that includes regular selling as part of the process. Most traders think of building a position in a stock to be nothing more than making incremental buys. They keep average in and build bigger and bigger positions. That creases much higher risk, and the position grows and often leads to emotional sell decisions. The better approach is to make some sales as a stock develops and then rebuy as conditions change. The goal is not to let the position be too large when conditions are poor, but then to ramp it up when conditions improve.
  2. Become More Comfortable with Selling. Many investors try to avoid the selling decision. They view it as a monumental choice rather than something that can be quickly and easily reversed. Just because you sold a stock at a lower price yesterday, doesn't mean you can't rebuy it today. Embrace that form of thinking. With transaction costs close to zero, there is no reason to hold on to a stock that is acting poorly. Sell it and then rebuy it when conditions change. It is simple and easy, and the more often that you do it, the easier it becomes.
  3. Substantially reducing positions on a random basis can be a helpful way to reset your emotions and the way you view the market. It is quite beneficial to start with a clean slate periodically, as it will alter your perception of the market substantially. It is always surprising how your view of the market will shift when you aren't wrestling with stocks that aren't cooperating. You can have a clean start anytime you want. All you need to do is sell and start again. There is little cost to doing it, and then the emotional benefits can be tremendous.

Selling is a tremendous strategic tool. Embrace it and use it often, and you will improve your trading and investing results.

Get an email alert each time I write an article for Real Money. Click the "+Follow" next to my byline to this article.

At the time of publication, DePorre had no position in any security mentioned.

TAGS: Investing | Stocks

More from Stocks

Bearish Bets: 2 NYSE Stocks You Should Consider Shorting This Week

Bob Lang
Jul 18, 2021 10:32 AM EDT

These recently downgraded names are displaying both quantitative and technical deterioration.

This Dividend King Has a Habit of Delivering High Yields

Bob Ciura
Jul 18, 2021 7:30 AM EDT

Altria Group is truly a diverse consumer products company that historically has withstood tough recessions.

Kass: Can You Handle the Truth About This Market?

Doug Kass
Jul 17, 2021 7:00 AM EDT

The market is more unstable than many think, but most are ignoring it.

This Market's Messy, but Eventually We'll Clean Off and Find Some Gems

James "Rev Shark" DePorre
Jul 16, 2021 4:42 PM EDT

Keep your head up and look for opportunities to emerge from the chaos.

Real Money's message boards are strictly for the open exchange of investment ideas among registered users. Any discussions or subjects off that topic or that do not promote this goal will be removed at the discretion of the site's moderators. Abusive, insensitive or threatening comments will not be tolerated and will be deleted. Thank you for your cooperation. If you have questions, please contact us here.

Email

CANCEL
SUBMIT

Email sent

Thank you, your email to has been sent successfully.

DONE

Oops!

We're sorry. There was a problem trying to send your email to .
Please contact customer support to let us know.

DONE

Please Join or Log In to Email Our Authors.

Email Real Money's Wall Street Pros for further analysis and insight

Already a Subscriber? Login

Columnist Conversation

  • 09:12 AM EDT JAMES "REV SHARK" DEPORRE

    This Weekend on Real Money

    Embrace the Great Power of Selling To Improve Your...
  • 09:08 AM EDT KEVIN CURRAN

    Chip-Sector Investors Should Keep an Eye on Cross-Strait Tensions

    Read my latest piece on TheStreet here!
  • 02:07 PM EDT REAL MONEY

    Friday on Real Money Pro

    3 High Yield Stocks for Monthly Dividends
  • See More

COLUMNIST TWEETS

  • A Twitter List by realmoney
About Privacy Terms of Use

© 1996-2021 TheStreet, Inc., 225 Liberty Street, 27th Floor, New York, NY 10281

Need Help? Contact Customer Service

Except as otherwise indicated, quotes are delayed. Quotes delayed at least 20 minutes for all exchanges. Market Data & Company fundamental data provided by FactSet. Earnings and ratings provided by Zacks. Mutual fund data provided by Valueline. ETF data provided by Lipper. Powered and implemented by FactSet Digital Solutions Group.

TheStreet Ratings updates stock ratings daily. However, if no rating change occurs, the data on this page does not update. The data does update after 90 days if no rating change occurs within that time period.

FactSet calculates the Market Cap for the basic symbol to include common shares only. Year-to-date mutual fund returns are calculated on a monthly basis by Value Line and posted mid-month.

Compare Brokers

Please Join or Log In to manage and receive alerts.

Follow Real Money's Wall Street Pros to receive real-time investing alerts

Already a Subscriber? Login