Taxpayer Triumphs in £4.8m Capital Gains Tax Appeal

In a significant ruling, a retired business owner has successfully challenged an HMRC decision regarding a share buyback. John Boulting had faced a potential tax increase exceeding £1 million due to an argument over the tax treatment of a company purchase of his shares.
Details of the Capital Gains Tax Appeal
The First-tier Tax Tribunal (FTT) sided with Boulting, concluding that the share repurchase served the purpose of benefiting a related trade, thus allowing for the application of Business Asset Disposal Relief (BADR). This pivotal ruling changes the landscape for many taxpayers involved in similar transactions.
Background of the Case
- Year of Retirement: 2013
- Company Involved: PSC Training and Development Group Ltd (PSC)
- Shares Transacted: 8 shares purchased for £4.8 million
- Date of Purchase: January 2015
- Tax Increase Amount: £1,008,621
Boulting retired from PSC to pave the way for his son, Mark, to implement a new management strategy. He initially intended to transfer 38 shares to his son while selling 8 shares back to the company and retaining four shares for his grandchildren.
The HMRC Dispute
After the share buyback, HMRC initiated an inquiry into Boulting’s self-assessment for the tax year 2013-2014. They assessed the transaction as income rather than capital gain due to concerns that the share value exceeded the market rate.
HMRC claimed Boulting’s sale lacked justification for being categorized as beneficial to the company’s trade, arguing that the arrangement was primarily a means of compensating him for his prior investments.
Key Legal Considerations
Section 1033 of the Corporation Tax Act 2010 outlines specific conditions under which payments from a company for its own shares can be considered capital gains. The primary question was whether the transaction benefited a relevant trade.
FTT’s Findings
The FTT determined that Boulting’s retirement was strategically important for facilitating critical investments. The tribunal asserted that the removal of Boulting as a majority shareholder was necessary to resolve management conflicts.
The court also refuted HMRC’s assertion that the buyback primarily aimed at cash extraction, highlighting that the purpose of the purchase was distinct from its financial implications.
Implications of the Ruling
This ruling allows Boulting to reclaim tax relief that many similar transactions might now reference as a significant precedent. The tribunal’s decision underscored the importance of the transaction’s purpose—verifying that it indeed benefits the trade.
Advice for Future Taxpayers and Agents
- Ensure that company buybacks qualify for capital gains treatment by meeting specified conditions.
- Engage with HMRC effectively during clearance applications to avoid disputes.
This landmark case illustrates the complexities of Capital Gains Tax regulations and the importance of evaluating the genuine purposes behind share transactions to secure necessary tax relief.




