Archived article
Please note that tax, investment, pension and ISA rules can change and the information and any views contained in this article may now be inaccurate.
Director share sales ramp up amid fears of capital gains tax changes

The list of company directors selling more than £1 million worth of shares since Labour got into power three months ago is growing. It’s as if they can see the writing on the wall with a potential hike to capital gains tax in the Budget on 30 October.
By crystalising value from their investments now they can avoid handing over more of their wealth to the taxman should we see substantial changes to the system.
Since the general election on 4 July, Next (NXT) chief executive Simon Wolfson has disposed of £29 million worth of shares, Wetherspoon (JDW) founder and chair Tim Martin has cashed in £10 million of stock, and Robert Perrins who runs housebuilder Berkeley (BKG) has offloaded £10 million of equity in the business, among others.
While it is easy to suggest these disposals are purely down to tax planning and speculation around the content of the Budget, it’s a good reminder to always consider why a director is selling down their holding.
Reading the signals
Over the years, director dealings have sent an important signal to the market. A chief executive, finance director or chief operating officer should know everything that’s going on in a business because they see the sales figures, monitor costs and see various key performance indicators. They will know if a company is achieving its objectives or not.
Non-executive directors’ share dealings are also worth following as they will attend board meetings and have valuable insight into the opportunities and threats, even though they may not have granular detail of the day-to-day operations.
If a director is buying stock, it can suggest everything is going well with the business and they see value at the current price.
Likewise, directors selling shares can also send a signal to the market about the potential prospects for a company. If the boss is cutting their holding, does that imply things aren’t going well? It can certainly look that way.
A significant share sale can indicate something is amiss, with a downswing in both the company’s fortunes and the share price potentially on the cards. Alternatively, the director might feel the market has overvalued the company and the shares might be heading for a fall.
Logical reasons for selling
There can be a perfectly logical reason for a share disposal which has no reflection on the state of the business. For example, a director might be raising cash to buy a house or to fund a divorce settlement. Deliveroo (ROO) said in September chief executive Will Shu had sold £14.8 million worth of stock ‘to cover personal property investments’.
You often see directors sell shares when they’ve received them as part of a bonus payment, where they are selling to raise enough money to pay the associated tax bill.
Unfortunately for investors, most companies do not reveal the reasons behind director share purchases or sales. At best, you might occasionally get a comment about selling to meet demand for stock from institutional investors or for estate planning purposes – you’ll never get a comment that a director is worried about the outlook as such actions could spark widespread selling on the market. Each investor needs to dig deeply into a company’s most recent trading updates and results to spot any worrying signs.
It is important to stress director share buying and selling isn’t necessarily something to copy wholesale. Instead, you should consider their actions as part of deeper research into a business.
Small window to deal shares
Directors can only buy or sell at certain times of the year. They cannot deal in a closed period which is when financial accounts are being prepared. They also cannot buy or sell if there is undisclosed inside information, such as news of a possible takeover or a major contract win or loss.
A director buying stock after a big rally in the share price, or investing in the shares after joining the board, sends a strong signal to the market that person is confident about a company’s prospects.
Equally someone selling after a slump in the share price doesn’t show faith in a company’s position, although these situations are not always black and white.
Certain directors buy stock for a perfectly logical reason. For example, a new chief executive of a FTSE 100 company often has a clause in their employment contract which says they must buy a certain value of shares to align their interests with shareholders.
Where to find the information
Companies must report directors’ buys and sells to the stock market so it is easy to find out who is doing what, even if the rationale behind the trade remains private. Investors should scrutinise the daily stock market announcements headed ‘Director/PDMR Shareholding’, then scroll down to the ‘Nature of the transaction’ heading. Here you will find out whether the shares bought or sold were via dealings in the open market or relate to the exercise of share options.
The significance of share deals in relation to the number of shares held by a director is always relevant. For example, a purchase of 20,000 shares by a chairperson who owns more than a million shares may not be that important. However, the finance director doubling their holding of 20,000 shares is a different matter. In an equivalent way, the sales director selling 20,000 shares out of a holding of 25,000 would not be a good sign.
It’s important to be alert to whether directors are buying shares just to give the impression everything is fine when it might not be. Sometimes when companies are known to be in trouble, a cluster of directors buy shares to try to reassure the market all is well.
We might not have seen the end of selling
As for the latest flurry of share sales in excess of £1 million, it is logical directors would try to get ahead of potentially substantial changes to capital gains tax rules by crystalising gains in their shareholdings, and these transactions might not be a signal for investors to worry.
The wave of selling could continue for another five months. Should the Chancellor confirm the speculated changes, we might not see the new rules come into force until 6 April 2025 when the new tax year begins. That could lead to more selling by directors in the market to beat the deadline which could see shares in certain companies temporarily depressed, creating a potential buying opportunity for other investors who are confident in the long-term prospects.
Important information:
These articles are provided by Shares magazine which is published by AJ Bell Media, a part of AJ Bell. Shares is not written by AJ Bell.
Shares is provided for your general information and use and is not a personal recommendation to invest. It is not intended to be relied upon by you in making or not making any investment decisions. The investments referred to in these articles will not be suitable for all investors. If in doubt please seek appropriate independent financial advice.
Investors acting on the information in these articles do so at their own risk and AJ Bell Media and its staff do not accept liability for losses suffered by investors as a result of their investment decisions.
Issue contents
Feature
Great Ideas
News
- Investors slash rate cut bets after strong September jobs report
- All eyes on inflation after strong US jobs report
- No let-up for Spirax Group as earnings forecasts and the share price drift lower
- Data firm FD Technologies shares soar after First Derivative sale
- Positive news on selling prices fails to lift the mood among housebuilders
- Why is Watches of Switzerland buying a media company?