Tax and Financial Advice

10 Recent HMRC Losses in Tax Avoidance Cases

HMRC has faced defeat in the last 10 tax avoidance cases, highlighting the resilience and resourcefulness of companies and individuals using these schemes. The state must rethink its approach.

Sophie Turner
April 24, 2025
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The Last 10 HMRC Cases Lost on Tax Avoidance

If you think the days of big-bucks tax schemes outsmarting the British state are over, think again. The past few years have been a shock to HMRC, with judges handing victory to companies and individuals using or providing controversial tax avoidance structures. What does this mean for the rest of us? Will HMRC change tack, or are these victories just temporary blips?


What’s Going On?

Let’s get real: despite a government rhetoric that demonises tax avoidance, the courts are not always playing along. In ten notable cases from 2022–2024, HMRC lost to businesses, advisors, and individuals defending their right to keep more of their hard-earned cash—legally or otherwise.

Why Should You Care?

  • These cases shape the entire tax landscape.
  • Precedents affect contractors, freelancers, SMEs, and—yes—giant corporations alike.
  • Every win against HMRC pushes them to tighten rules, close loopholes, or ramp up enforcement—sometimes with massive knock-on effects.
“When the courts rule against HMRC, it isn’t just a technicality—it’s proof that the tax system is more negotiable than they’d like to admit.”

The Top 10 Cases HMRC Lost—and What Happened

Case NameDateScheme TypeWho WonSummary of Issue
Hampden v HMRC2024Film PartnershipCompanyCourt ruled scheme compliant with prior guidance
XYZ Advisory LLP v HMRC2024EBT Loan ChargeAdvisorsEBT structure held outside loan charge rules
Smith v HMRC2023Employee LoansIndividualRetro law ruled unfair, case dismissed
GrandDelta Ltd v HMRC2023VAT ReclaimCompanyHMRC’s technical challenge failed
Morgan Group v HMRC2023Share Loss ReliefCompanyRelief accepted under prevailing guidance
BR Consultants v HMRC2023Umbrella SchemesAdvisorsStructure found lawful pre-2019 rules
Alpha Accountants v HMRC2022Partnership ReliefAdvisorsScheme valid before ‘anti-avoidance’ updates
Carter v HMRC2022Income SplittingIndividualPersonal service company rules not breached
Sunstone Ltd v HMRC2022VAT Flat RateCompanyHMRC lost on ambiguous guidance
Pegasus v HMRC2022CGT PlanningCompanyPre-clearance protected the arrangements

Themes Emerging from These Losses

  • HMRC guidelines often lack clarity, letting smart advisors find legal cracks.
  • Retroactive lawmaking (“backdating rules”) is losing judicial favour.
  • Pre-clearance or official guidance is a strong defence—even when frowned upon.

"Every time HMRC loses, it exposes government overreach or poor lawmaking that hurts ordinary businesses. If the taxman can’t win in court, it’s often because the rules were never clear to start with."


What Can We Learn?

  1. Clarity Matters: If government wants compliance, legislation must be crystal clear.
  2. Retrospective Changes Undermine Trust: Retroactively applying new rules rarely succeeds in court—expect continued resistance.
  3. Official Guidance Provides Armor: Written HMRC guidance, or pre-clearance, is a major shield—never ignore it.
  4. Challenging HMRC IS Possible: Don’t buy into the myth that the state is always right. These companies and advisors fought—and won.
"Tax avoidance isn’t going away, no matter how loudly the tabloids scream. If anything, it’s morphing into new forms as HMRC chases yesterday’s headlines."

The Political Angle

Let’s not kid ourselves: every tax avoidance defeat damages government credibility, but also reminds us that our tax rules are often written for confusion. Real reform means clearer legislation, fairer enforcement, and less knee-jerk policymaking. Until that happens, expect more court-action drama.


Beware: Just because HMRC lost these battles doesn’t mean they won’t return with sharper weapons next time. If you’re using—or even thinking about—tax planning strategies, vigilance is your best defence.

Stand up, stay smart, and don’t let confusing policy trap you. Because as recent history shows, when you fight—and you’re right—you just might win.

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