£36k Tax Debt Drives Ex-Footballer to Bankruptcy

Former footballer Trevor Sinclair has been declared bankrupt after failing to pay a £36,424 tax bill. The High Court issued the bankruptcy order following his absence and lack of repayment proposals.
June 15, 2025
4
Sophie Turner
June 15, 2025
4

Former England Star Declared Bankrupt

A bankruptcy order has been issued against former West Ham United and England footballer Trevor Sinclair after he failed to pay a £36,424 tax debt to HMRC. The development brings to a close an extended process during which Sinclair did not appear in court, nor did he present any proposals to settle his outstanding liabilities.

Key Details of the Bankruptcy Case

  • Debt Amount: £36,424, accrued primarily from Sinclair's media work as a sports pundit for major broadcasters such as BBC and TalkSport.
  • Missed Appearances: Sinclair failed to attend the hearing at the High Court in London, despite being granted extra time in April to address the arrears.
  • Breakdown of the Debt: The amount owed includes income tax, National Insurance contributions, and penalty charges related to tax years up to 2021-22.
  • The High Court judge, after a previous warning in April, concluded proceedings on 12 June 2025 in Sinclair's absence. Judge Wilkinson stated that no effort had been made by Sinclair to contact the court or settle the debt, reinforcing the seriousness with which HMRC and the judiciary treat non-compliance.

    Reflections from the Bench

    “Mr Sinclair has to wake up to the fact that there’s no more head in the sand because this is serious.”
    — Judge Wilkinson at the April hearing

    In announcing the bankruptcy, Judge Wilkinson noted, “The last hearing was adjourned in order for proposals to be put forward by Mr Sinclair, but we have received no contact from him since then and nor have any proposals been put forward.”

    Context and Wider Implications

    Sinclair, now 51 and a veteran of England, Manchester City, and West Ham, has in recent years worked as a broadcaster and pundit. Tax debts such as his typically arise when self-employed individuals or limited liability partnership (LLP) members fail to set aside adequate funds for their Income Tax and National Insurance obligations.

    Sinclair has been a member of Inside Track 2 LLP since 2004, an entity with prior legal attention due to its connection with the Ingenious Film Partners 2 LLP. That partnership faced scrutiny at the Court of Appeal in 2022, drawing further attention to tax and reporting obligations of LLP members.

    Lessons for the Self-Employed and LLP Members

    The case underlines several important points:
  • Timely Engagement: HMRC and the courts expect prompt responses to tax debt queries and notices.
  • Record-Keeping: Proper financial planning and tax provision are critical, especially for those with multiple income streams.
  • Legal Consequences: Persistent non-compliance can lead to bankruptcy, adverse credit history, and loss of financial control.
  • Next Steps for Readers

    If you are a freelance professional, sports personality, or LLP member:
  • Regularly review your tax situation with qualified advisers
  • Respond swiftly to HMRC correspondence
  • Seek guidance if you face difficulties in settling tax liabilities

Staying proactive mitigates severe outcomes such as bankruptcy orders. For bespoke advice on complex tax positions or partnership structures, contacting a specialist is recommended.

Find the UK’s leading payroll solutions