7 ways to hold on to your winners

When to hold and when to fold…

The content of this article was relevant at the time of publishing. Circumstances change continuously and caution should therefore be exercised when relying upon any content contained within this article.

You’re reading a free article with opinions that may differ from The Motley Fool’s Premium Investing Services. Become a Motley Fool member today to get instant access to our top analyst recommendations, in-depth research, investing resources, and more. Learn More.

I recently explained that selling your winners and hanging on to your losers can hurt returns for most investors.
 
Whereas the alternative strategy – run winners and cut losers – is endorsed by everyone from academics to super-investor Warren Buffett.
 
So how have you got on since my article? Dumped a couple of dogs in your portfolio while smiling as your best performer scales more dizzying heights?
 
Or better yet perhaps, have you done nothing at all? Most investors are prone to over-trading.
 
Either way, good for you!
 
However, I suspect that of the tens of thousands of readers out there, a fair number read my article, nodded sagely – and within days sold some position they had just because it had gone up a lot.
 
I am confident of this because, as I previously explained, the desire to sell winners is hardwired into our brains. And because I’ve done it myself, even though I know the theory of why I shouldn’t!

7 anti-selling strategies

Fact is, unless you’ve gone the logical brain of Mr. Spock, you can’t expect to overcome your emotions and instincts without a fight. You need to tame the urges to lock in those tasty gains too soon.
 
Voila! Here are seven strategies to help you keep your winning shares.
 
Note I’m presuming you’re a Foolish-style investor in great companies. That is where you’ll find the few mega-outperformers that can reward ultra-tenacious long-term holders.
 
(If you’re a day trader punting whatever penny stock is hot on the bulletin boards right now, you’re on your own…)

1. Go for a walk

Seriously! Similar to how people often overeat out of boredom, or find it hard to give up smoking because they’re used to the ritual as much as the nicotine, trading your portfolio can become a mindless habit. Maybe you’re selling winners… or maybe you’re just over-fiddling with your holdings full stop? Leave well alone and go do something more constructive instead.

2. Avoid checking your portfolio too frequently

Warren Buffett says he buys companies he’d be happy to own if the market closed for ten years. Most of us aren’t going to be able to stomach that – but restricting your portfolio checking to regular reviews (monthly or quarterly, say) should help control your urge to act. Most investors are bad at reacting to short-term news or price moves. Let a long-term perspective be your edge.

3. Review the fundamentals

A share price reflects the value the market puts on a company at some instant in time, which is basically down to supply and demand. But a company’s fundamentals – its sales, margins, people, and business model – are stickier, and usually slower to change. Review your winners’ progress. Is it performing as you expected? Then why sell? Check out your favourite metrics, such as the P/E ratio or the dividend yield. The price may have risen, but if the business has grown too then intrinsic value may not have budged much.

4. Look at forecasts

Similarly, a fast-rising share price may reflect the market attempting to put a value on better prospects for superior growth. Analysts’ forecasts of profit growth are far from perfect (in fact they tend to be overoptimistic), but they can provide a sanity check that your shares have gone up for a good reason.

5. Study the graph and ask why didn’t you sell before?

I’m not a great believer in price graphs as tools to divine the future. However, I do think it’s useful to look at the graph of a winning share, to think about other times the company looked expensive, and then to see its graph eventually head higher anyway. A massive long-term winner like Apple is a good example. You’ll see many times where people argued such a gigantic company couldn’t get any bigger, or that all its great products were already out in the market – only for sales and the price to double again. Of course, Apple has been one of the greatest investments of all-time. But that’s the point! You don’t want to be spooked out of the few long-term winners too easily.

6. Consider selling a loser

I’ve already said you might be tempted to trade out of boredom. However another reason – particularly a few years into a bull market like this one – could be that you feel, perhaps subconsciously, that you’re too exposed to shares. If the thought of a market crash has you sweating – then maybe you should indeed lighten the equity load. However, look first to losing companies (with poor fundamentals) for any chop. All companies usually do badly in a stock market correction. But in a recession, weak companies can go bust.

7. Sell half

You’ve strolled around the local park, you’ve dumped some perennial losers, and you’ve reviewed your winners’ fundamentals. You’ve decided that while your high-flyer is indeed delivering, the price is just too far ahead of any valuation you’re comfortable with. Sell at last? Maybe. I’m not against selling at all costs, but remember great companies can surprise even their biggest fans (again, think Apple).
 
One option is to sell half your shares. If you’re right and the price falls, at least you locked in some of the gain. If it continues to rise then you’ll have a new case study to rue the next time you think of selling a winner!

More on Investing Articles

Front view of aircraft in flight.
Investing Articles

Should I buy Rolls-Royce shares after the 9% dip?

Up a mind-blowing 1,040% in five years, Rolls-Royce shares are taking a well-deserved breather. Is this my chance to be…

Read more »

Businesswoman calculating finances in an office
Investing Articles

Legal & General’s share price just fell 6%, pushing the dividend yield to 9%. Time to consider buying?

Legal & General's share price is now about 14% below its 2026 high. As a result, the dividend yield on…

Read more »

This way, That way, The other way - pointing in different directions
Investing Articles

Which are the best stocks to buy ahead of a potential market crash?

Should investors follow Warren Buffett and stop buying stocks to build cash reserves? Or are there better ways to prepare…

Read more »

British pound data
Investing Articles

This critical stock market indicator’s flashing red! Should investors be worried?

As a key sign of market overvaluation starts declining, our writer weighs up the likelihood of a stock market crash…

Read more »

Passive income text with pin graph chart on business table
Dividend Shares

1 FTSE 100 share for potent passive income!

I love earning passive income -- money made outside of work. Right now, I'm working on claiming a bigger share…

Read more »

A graph made of neon tubes in a room
Investing Articles

3 dividend shares tipped to increase payouts by 40% (or more) by 2028

Mark Hartley examines the forecasts of three dividend shares expected to make huge jumps in the coming three years. But…

Read more »

BUY AND HOLD spelled in letters on top of a pile of books. Alongside is a piggy bank in glasses. Buy and hold is a popular long term stock and shares strategy.
Investing Articles

A stock market crash could be a massive passive income opportunity

Passive income investors might be drawn towards the huge dividend yields on offer in a stock market crash. But is…

Read more »

Transparent umbrella under heavy rain against water drops splash background.
Investing Articles

Legal & General yields 8.9% — but how secure is the dividend?

Legal & General has increased its dividend per share again and launched a massive share buyback. The City seems lukewarm…

Read more »