People

Winston Jacob

Winston specialises in property, commercial and insolvency litigation. He provides advice, drafting and advocacy to clients across these specialisms. He has appeared as sole counsel at all levels up to and including the Supreme Court. Winston is ranked as a Leading Junior in Property Litigation by the Legal 500.

Winston appeared for the successful Respondent RTM company in the Supreme Court in A1 Properties (Sunderland) Ltd v Tudor Studios RTM Co Ltd [2024] UKSC 27; [2024] 3 W.L.R. 601, an important authority on statutory interpretation and failures to comply with statutory notice procedures. He has upcoming appearances in the Court of Appeal for the Respondent in resisting an appeal of the Upper Tribunal decision in Avon Freeholds Ltd v Cresta Court E RTM Co Ltd [2024] UKUT 335 (LC)  and for the Appellants in an appeal of the Upper Tribunal’s decision in The Courtyard RTM Co Ltd & Others v Rockwell (FC103) Ltd  & Another [2025] UKUT 39 (LC).

Please click on a specialism link below for more details of his experience in the relevant practice area.

Winston is valued by his clients for his comprehensive advice and thorough preparation for court appearances. He has provided insolvency training to internal lawyers at the Bar Standards Board. He has provided lectures on various topics to solicitors, corporate lay clients and the judiciary. He edits the Tenant arrears and bankruptcy section of the RICS isurv website.

Winston accepts direct instructions on a public access basis.

He was appointed a Deputy District Judge on the South Eastern Circuit in May 2020.

His reported cases include:

  • Avon Freeholds Ltd v Cresta Court E RTM Co Ltd [2024] UKUT 335 (LC); [2025] 1 WLR 1262: representing the successful Respondent. The Upper Tribunal held that an equitable tenant can be a qualifying tenant under s. 75(2) of the Commonhold and Leasehold Reform Act 2002. However, the Respondent’s failure to serve a notice of invitation to participate on her did not invalidate its right to manage claim as she supported the claim and the landlord could not take advantage of the procedural failure. An appeal is pending in the Court of Appeal.
  • A1 Properties (Sunderland) Ltd v Tudor Studios RTM Co Ltd [2024] UKSC 27; [2024] 3 W.L.R. 601: the Supreme Court considered the proper approach for ascertaining Parliament’s intention as to the consequences of failing to comply with the right to manage legislation and upheld the Upper Tribunal’s decision by way of a leapfrog appeal.
  • A1 Properties (Sunderland) Ltd v Tudor Studios RTM Co Ltd [2023] UKUT 27 (LC); [2023] L. & T.R. 11: following Elim Court v Avon Freeholds [2017] EWCA Civ 89, the Upper Tribunal considered that an RTM company’s failure to serve a claim notice on an intermediate landlord with no management responsibilities did not invalidate its claim, whether or not the failure was deliberate. The Supreme Court upheld the Upper Tribunal’s decision, although for reasons different to the decision in Elim Court.
  • Yasin v Whitmore Law Solicitors [2021] EWHC B30 (Costs); [2021] Costs LR 1219: Supreme Court Costs Office held that a client could request detailed assessment of a solicitor’s gross sum bill under s. 64(3) of the Solicitors Act 1964 more than 12 months had passed since delivery of the bill and no special circumstances existed to justify assessment under s. 70(2)-(3).
  • Q Studios (Stoke) RTM Co Ltd v Premier Grounds Rent No. 6 Ltd [2020] UKUT 197 (LC); [2020] H.L.R. 44: Upper Tribunal considered what constitutes a flat for the purposes of the Commonhold and Leasehold Reform Act 2002, s. 112(1), and when premises are occupied for residential purposes within meaning of 2002 Act, Sch. 6.
  • Elim Court RTM Co Ltd v Avon Freeholds Ltd [2017] EWCA Civ 89; [2018] Q.B. 571: Court of Appeal considered the correct approach to non-compliance with statutory notice provisions in context of notices seeking the right to manage.

Feedback

‘Winston’s mental agility and general versatility enable him to quickly adapt to new situations and sudden changes in strategy of opponents. He is rarely wrong-footed’: Legal 500

‘Thank you for your help in this multi track trial. The outcome was an unconditional victory, and the clients were very impressed with your performance. As they put it: ‘we believe you all could not have fought harder for us and we certainly couldn’t have wanted for any more. Winston was outstanding. He ran rings around the opposition’: John Gordon, Instructing Solicitor

‘I recently instructed Winston in a complex property damage and boundary case. He provided invaluable advice throughout the process; in particular, on preparation of evidence and settlement offers. His most important contribution was his advocacy at trial. Winston was a highly effective advocate with a good understanding of the law and the complex factual background. He was able to use his knowledge deftly in cross-examination, including of an expert witness. We were able to achieve a great outcome for the client and an indemnity based costs award’: Toby Walker, Instructing Solicitor

Further information

Qualifications

  • 2005                   Called to the Bar (Middle Temple)
  • 2004-2005       Bar Vocational Course (Very Competent)
  • 1997-2000        Balliol College, University of Oxford, MA (Hons) in Jurisprudence

Memberships

  • COMBAR
  • Chancery Bar Association
  • Property Bar Association

Background

Before joining the Bar, Winston worked in the Commercial Litigation Department of Norton Rose and in the Insurance/Reinsurance Department of CMS Cameron McKenna.

News & Resources

*This barrister is authorised to practice in England & Wales. Click here to search on the Bar Standards Board Barristers’ Register.

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