top of page

David vs Goliath: How One Man’s 25-Year Tax Penalty Battle with HMRC Finally Reaches a Turning Point

Man looking through a window


In a saga that spans over two decades, the First-Tier Tax Tribunal has ruled in favour of Robert Crawford, granting him permission to challenge longstanding tax penalties in a decision that could set a precedent for thousands of taxpayers facing similar battles. 


Mr. Crawford, an accountant, has been embroiled in a prolonged and complex dispute with HMRC over penalties and surcharges stemming from alleged late payments and tax return submissions dating back to 1999.


The case centres around an intricate series of penalties assessed by HMRC against Crawford for a mix of tax years between 1999 and 2017. The penalties were categorised as "tax geared penalties," dependent on underlying unpaid tax amounts, and "flat rate penalties," which are fixed fees irrespective of tax owed. Over the years, Crawford accrued a multitude of these penalties due to HMRC’s handling of his payments and loss allocations.


Despite acknowledging some flat rate penalties, Crawford continued to contest the substantial tax-geared penalties, citing fundamental disagreements over how HMRC allocated his tax payments and losses across various tax years. The Tribunal Judge Nigel Popplewell heard arguments from both Crawford’s legal counsel, Andrew Thornhill KC, and HMRC’s representative, Philip Simpson KC. The dispute boiled down to whether Crawford’s appeals should be considered despite being filed late, based on his assertion that HMRC’s calculations and attributions had been erroneous and opaque.


A Battle of Compliance and Bureaucratic Complexity

Crawford’s appeal history reveals a series of missed and contested notices from HMRC, with multiple attempts at clarification and appeal over the years. Despite receiving a comprehensive schedule of 207 penalty-related items, Crawford claimed HMRC did not provide adequate documentation or explanation for the calculations behind his mounting penalties, particularly those tied to tax-geared amounts that fluctuated based on complex loss allocations.


Adding to the intrigue, Crawford argued that the specifics of how a £98,000 payment he made through a Debt Arrangement Scheme (DAS) was applied remain unclear. This allocation directly impacts the tax-geared penalties he faces, but HMRC has yet to disclose a precise breakdown, leading the Tribunal to question the transparency and accuracy of their accounting practices.


The Tribunal acknowledged that Crawford, as a taxpayer with extensive financial experience, would unlikely have let appeals go unfiled if he had received and understood all notices. Judge Popplewell accepted that Crawford had genuine difficulty obtaining essential documents to substantiate the underlying tax amounts—a vital factor in the case.


Legal Precedents and Implications

In a rare judicial allowance, the Tribunal applied the “Martland Test,” a discretionary measure used when evaluating late appeals. The decision took into account the overarching legal objective of fairness, the prejudicial impact on both parties and the potential weakness in HMRC’s record-keeping, particularly regarding the undelivered notices and undisclosed payment allocations.


Judge Popplewell ruled that Crawford could pursue his appeal on the tax-geared penalties while agreeing that he must pay the admitted flat rate penalties. However, the Judge dismissed HMRC's request to strike out all penalties on the grounds of Crawford's alleged non-compliance, marking a critical juncture in this case and raising broader questions about HMRC's accountability in handling taxpayer penalties.


A Call for Mediation

Highlighting the protracted nature of the dispute, the Tribunal strongly recommended that HMRC consider Alternative Dispute Resolution (ADR) to expedite resolution and reduce legal costs. The Tribunal suggested this as a pathway toward a fair and efficient resolution, urging HMRC to clarify the allocation of Crawford’s DAS payment and collaborate on finalising the contested penalty amounts. Mediation would not only potentially resolve Crawford’s case but could also set a valuable precedent in handling similar disputes in the future.


Key Takeaways for Taxpayers

This high-stakes battle underscores the importance of accurate record-keeping by tax authorities, as well as the complexities involved in appealing HMRC decisions. For taxpayers, the ruling offers hope that tribunals may exercise judicial discretion, especially when HMRC’s records or processes appear flawed. Crawford’s case is a stark reminder of the importance of understanding the specifics behind tax penalties, advocating for clarity in official processes, and the potential for late appeals to be considered in cases of apparent administrative discrepancies.


Looking Forward

As the case progresses, taxpayers and accountants across the UK are closely watching the outcome, which could shape how HMRC assesses penalties and processes appeals in the future. The Tribunal’s push for ADR signals a potential shift towards more taxpayer-friendly resolutions, especially in cases where bureaucratic red tape and missing documentation have prevented fair hearings.


For Robert Crawford, the decision marks a victory in his long fight for justice. Yet, the resolution remains pending as HMRC reviews its records and engages in potential mediation—a testament to the tenacity required to challenge large government institutions and the resilience of those determined to seek justice, even years after penalties were first imposed.

bottom of page