We have some exciting news to share! The Motley Fool UK has now become The Twelfth Magpie -- an independent, UK-owned company, led by our long-serving UK management team — Mark Rogers, Chris Nials and Heather Adlington. In practical terms, it’s the same team you know, now fully focused on serving our UK readers and members.

Just as importantly, our approach remains unchanged: long-term, jargon-free, and on your side. This site is our new home, and there will be extra tweaks made across the coming few days as we settle in. So if anything looks a little off, please bear with us!

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.

3 vital questions to ask before selling an investment

Can’t decide when to hold on or sell? Here’s what you should be asking.

You’re reading a free article with opinions that may differ from The Twelfth Magpie’s Premium Investing Services. Become a member today to get instant access to our top analyst recommendations, in-depth research, investing resources, and more. Learn more, and get a free 'Best Buy Now' stock!.

Here at the Fool, we’re focused on finding, buying and holding quality stocks for the long term. That said, we also recognise that selling can be something all investors need to do now and then for a variety of reasons. 

I’m not going to dwell on those reasons today. Instead, I’m going to suggest three questions investors should ask when it comes to selecting which stocks should be dumped first. 

Should you buy Rolls Royce shares today?

Before you decide, please take a moment to review this report first. Despite ongoing uncertainties from US tariffs to global conflicts, Mark Rogers and his team believe many UK shares still trade at substantial discounts, offering savvy investors plenty of potential opportunities to learn about.

That’s why this could be an ideal time to secure this valuable research – Mark’s analysts have scoured the markets to reveal 5 of his favourite long-term ‘Buys’. Please, don’t make any big decisions before seeing them.

1. Has the story changed?

It can happen that companies which seemed great buys a few months/years ago have come unstuck.

Perhaps the technology they sell is now outdated and demand has dropped accordingly. Perhaps the firm has become complacent and a competitor has started to steal market share.

Perhaps a promising new product has failed in tests, or the next-big-thing isn’t quite as groundbreaking as management once suggested. Perhaps a new, highly motivated CEO is taking the firm in a direction you believe could actually damage its long term future.

Whatever the reason, it can sometimes be best to sell out and look for a more secure home for your cash. As the great economist John Maynard Keynes is rumoured to have remarked, “When the facts change, I change my mind. What do you do, Sir?

2. Will things really get better?

As painful as it can be to ditch a company you once believed in, it can often (though certainly not always) be right to do so. Some stocks never, or are very unlikely to, recover. Think Carillion or Debenhams or, more recently, Thomas Cook

The question is, how big should you allow your losses to get before pulling the plug? Although this is very much down to personal preference, many investors allow their holdings to dip 20% in value before selling. There’s a mathematical reason for this. 

If a stock you own falls by this percentage, you’d need it to regain 25% to break even. That’s possible, but it’s also a challenge. In the meantime, you could be invested in a company with a far brighter future. 

If your investment is down by 40%, you’d need a gain of 67% just to get back to what you paid for it. If you’re down by 50%, you’ll need the stock to double in value. You get the picture.

3. Are directors selling?

I’m heartened when I find a company where senior management owns a large proportion of its shares. Theoretically, those with lots of cash tied up in a business should work harder to make it a success. 

I’m somewhat less impressed when I see them dumping amounts of said stock on the market. There are, of course, legitimate reasons for these sales. A new home or a costly divorce bill being two examples.

Since the seller is unlikely to give his/her reasoning, however, it’s better to look for two things. The amount they are selling relative to their overall holding and whether other members of the board are following his/her lead.

But a leader drastically reducing their stake could indicate concerns about the future of the business. Even if none of the above apply and the manager is simply taking a profit on their investment, the sale sends a message that they now consider the company to be over- or at least fairly valued, and any upside in the near term could be limited

Paul Summers has no position in any of the shares mentioned. The Motley Fool UK has no position in any of the shares mentioned. Views expressed on the companies mentioned in this article are those of the writer and therefore may differ from the official recommendations we make in our subscription services such as Share Advisor, Hidden Winners and Pro. Here at The Motley Fool we believe that considering a diverse range of insights makes us better investors.

More on Investing Articles

Tree lined "tunnel" in the English countryside of West Sussex in autumn
Investing Articles

3 UK shares to consider holding in a Stocks and Shares ISA for a decade

Mark Hartley explains why he thinks these three stocks would make great additions to a long-term Stocks and Shares ISA…

Read more »

Hand of person putting wood cube block with word VALUE on wooden table
Investing Articles

Where should value investors look for stocks in June?

Value investors looking for stocks to buy might be uneasy with artificial intelligence. But other industries look much more attractive…

Read more »

Investing Articles

The latest broker outlooks on Greggs shares look wacky, so what’s happening?

Analyst price targets for Greggs shares are creating some mixed sentiments on where the high-street baker might go next in…

Read more »

Caerphilly Castle, and reflection in the moat.
Investing Articles

2 FTSE 100 dividend stocks that stand out for shareholder returns

Andrew Mackie highlights two FTSE 100 dividend stocks where disciplined capital allocation could continue driving shareholder returns.

Read more »

Senior Adult Black Female Tourist Admiring London
Investing Articles

Just 9% of us can expect a ‘comfortable’ retirement! Could UK shares be the answer?

Millions of Brits could miss out on the retirement of their dreams. Might they avoid this by investing in UK…

Read more »

DIVIDEND YIELD text written on a notebook with chart
Investing Articles

3 passive income shares to consider buying for a 7% yield

Harvey Jones picks out three UK income shares that offer terrific dividends and are trading at tempting valuations. None of…

Read more »

Businessman hand stacking up arrow on wooden block cubes
Investing Articles

How much just £4,160 invested in Rolls-Royce shares 5 years ago is worth now

Rolls-Royce shares have been on a remarkable run of late. Ken Hall takes a look at the key drivers and…

Read more »

Cropped shot of an affectionate young couple posing with a bunch of flowers in their kitchen on their anniversary
Investing Articles

The FTSE 100’s Howden Joinery just made a bold move — should investors care?

Andrew Mackie looks at the FTSE 100’s Howden Joinery and its move into online kitchens, asking what the acquisition means…

Read more »