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David sold a portfolio of shares in a private trading company to his brother's wife, Catherine, for £45,000. David had originally acquired the shares in 2018 for £72,000, and at the time of the sale, he genuinely believed £45,000 represented fair market value given the company's recent trading difficulties.
David was hopeful that the resulting capital loss of £27,000 could be used to offset gains arising from a separate property disposal he completed earlier in the tax year. He sought our advice on the availability and utilisation of this loss.
When an asset is disposed of to a "connected person," the transaction is subject to special rules under capital gains tax legislation. These rules can significantly impact both the calculation of any gain or loss and the manner in which losses may be utilised.
The key questions we needed to address were:
The legislation provides a comprehensive definition of connected persons, which encompasses several categories of relationships:
In David's case, Catherine is his brother's wife. As a spouse of David's relative (his brother), Catherine clearly falls within the definition of a connected person.
When a disposal is made to a connected person, the transaction is deemed to take place at open market value, regardless of the actual consideration paid. This rule applies even where the parties genuinely believe they have transacted at market value.
We commissioned an independent valuation of the shares, which concluded that the open market value at the date of disposal was actually £52,000. This meant that for capital gains tax purposes, David's disposal proceeds were deemed to be £52,000, not the £45,000 he actually received.
The revised calculation therefore showed:
Deemed proceeds (market value) £52,000
Less: Original cost (£72,000)
Capital loss £20,000
Here lies the critical issue for David. Where a loss arises on a disposal to a connected person, that loss is "ring-fenced" and may only be offset against chargeable gains arising on future disposals to the same connected person, whilst both parties remain connected.
This means David's £20,000 loss cannot be set against:
The loss can only be utilised if David makes a subsequent disposal to Catherine that generates a chargeable gain, and only whilst they remain connected. Given that family relationships are typically enduring, this connection would persist unless, for example, David's brother and Catherine were to divorce.
There is a narrow exception to this restriction. The ring-fencing rules do not apply where the disposal is by way of gift and the asset, together with any income derived from it, is primarily applicable for educational, cultural or recreational purposes, with most beneficiaries being unconnected persons.
This exception has limited practical application for most private transactions and was not relevant to David's circumstances.
Despite the restriction on its use, David must still report the capital loss to HMRC. This is normally accomplished by including the loss in the Capital Gains Tax supplementary pages of his Self Assessment tax return for the 2024/25 tax year.
Importantly, a capital loss may be notified to HMRC at any time, provided the notification is made within four years from the end of the tax year in which the loss arose. Should David not otherwise be required to file a tax return, he could notify the loss by writing to HMRC within this time limit.
We advised David as follows:
Disclaimer: This case study is provided for illustrative purposes only and does not constitute tax advice. The names, circumstances and figures used are entirely fictional. Tax legislation and rates are subject to change. Always seek professional advice tailored to your specific circumstances.